Photo by Marina Timo

Find hotels in Woodstock, NY from $76

Start date: Check-in selected.
To Date
End date: Check-out

    Upfront pricing

    Our total price for your stay includes taxes and fees

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Oct 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 17 - Oct 19
In two weeks
Oct 24 - Oct 26

Filter by

Guest rating
Guest rating
Star rating

Compare 2,421 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Woodstock Way Hotel
Superior Room, Fireplace, River View | Egyptian cotton sheets, premium bedding, down comforters, minibar

Woodstock Way Hotel

4.0 star property
9.6 out of 10, Exceptional, (192)
"Awesome property, cute town and excellent service. "
$396 nightly
The price is $439
Nov 3 - Nov 4
Total with taxes and fees
Woodstock Way Hotel
Twin Gables of Woodstock
Books, music library, stereo

Twin Gables of Woodstock

3.0 star property
9.8 out of 10, Exceptional, (178)
"Great room decor, nice breakfast, good location!"
$149 nightly
The price is $167
Nov 11 - Nov 12
Total with taxes and fees
Twin Gables of Woodstock
Hotel Dylan
Reception

Hotel Dylan

2.0 star property
9.6 out of 10, Exceptional, (34)
"Close to restaurants and shopping. Nice vibe."
$154 nightly
The price is $173
Nov 10 - Nov 11
Total with taxes and fees
Hotel Dylan
The Herwood Inn
Exterior detail

The Herwood Inn

4.5 star property
9.6 out of 10, Exceptional, (86)
"Just lovely all around! I loved the attention to detail inside and on the grounds."
$231 nightly
The price is $259
Nov 11 - Nov 12
Total with taxes and fees
The Herwood Inn
The Woodstock Inn on the Millstream
Lobby

The Woodstock Inn on the Millstream

3.0 star property
9.0 out of 10, Wonderful, (200)
"Love this place!"
$229 nightly
The price is $256
Oct 13 - Oct 14
Total with taxes and fees
The Woodstock Inn on the Millstream
Morning Glory B n B Woodstock NY
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

Morning Glory B n B Woodstock NY

3.0 star property
8.4 out of 10, Very Good, (155)
"Great owner. Friendly, quaint and ver"
$229 nightly
The price is $256
Oct 13 - Oct 14
Total with taxes and fees
Morning Glory B n B Woodstock NY
Hampton Inn by Hilton New Paltz
Indoor pool

Hampton Inn by Hilton New Paltz

2.5 star property
9.4 out of 10, Exceptional, (1009)
"Good breakfast, quiet and clean nice place"
$122 nightly
The price is $137
Nov 2 - Nov 3
Total with taxes and fees
Hampton Inn by Hilton New Paltz
Americas Best Value Inn New Paltz
Pillowtop beds, desk, blackout drapes, iron/ironing board

Americas Best Value Inn New Paltz

2.0 star property
8.8 out of 10, Excellent, (1007)
"good price, good place to stay"
$91 nightly
The price is $102
Nov 2 - Nov 3
Total with taxes and fees
Americas Best Value Inn New Paltz
Eastwind Windham
Pet-friendly

Eastwind Windham

2.0 star property
9.2 out of 10, Wonderful, (61)
"excellent place to stay with great surrounding areas to explore and helpful friendly staff. "
$171 nightly
The price is $185
Nov 2 - Nov 3
Total with taxes and fees
Eastwind Windham
Hotel Vienna
Exterior

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (660)
"Very nice hotel. Excellent staff, comfortable room with nice continental breakfast. "
$110 nightly
The price is $119
Nov 10 - Nov 11
Total with taxes and fees
Hotel Vienna
Catskill Motor Court Motel
Property grounds

Catskill Motor Court Motel

2.5 star property
5.8 out of 10, (120)
"We like the playground just in front of the room. The pool is closes. The motel is degraded and used. The owner is kind. We like our stay for the activities nearby in the Catskill region."
$107 nightly
The price is $116
Nov 10 - Nov 11
Total with taxes and fees
Catskill Motor Court Motel
Howard Johnson by Wyndham Saugerties
Restaurant

Howard Johnson by Wyndham Saugerties

2.0 star property
7.6 out of 10, Good, (1005)
"The property was in a good location."
$113 nightly
The price is $127
Nov 9 - Nov 10
Total with taxes and fees
Howard Johnson by Wyndham Saugerties
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Exterior

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2.5 star property
8.8 out of 10, Excellent, (661)
"Property is exceptionally clean Staff polite very helpful Area around hotel is well kept "
$123 nightly
The price is $138
Nov 9 - Nov 10
Total with taxes and fees
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Inness
Exterior

Inness

5.0 star property
9.2 out of 10, Wonderful, (84)
"Spa is good"
$745 nightly
The price is $834
Nov 10 - Nov 11
Total with taxes and fees
Inness
Best Western Plus Kingston Hotel And Conference Center
Terrace/patio

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
7.8 out of 10, Good, (1017)
"Great property with friendly staff"
$122 nightly
The price is $137
Oct 19 - Oct 20
Total with taxes and fees
Best Western Plus Kingston Hotel And Conference Center
Holiday Inn Express & Suites Kingston-Ulster by IHG
Free daily continental breakfast

Holiday Inn Express & Suites Kingston-Ulster by IHG

2.5 star property
9.4 out of 10, Exceptional, (986)
"Great friendly staff.great breakfast.great rooms"
$107 nightly
The price is $120
Nov 9 - Nov 10
Total with taxes and fees
Holiday Inn Express & Suites Kingston-Ulster by IHG
Quality Inn Hyde Park Poughkeepsie North
Exterior

Quality Inn Hyde Park Poughkeepsie North

2.5 star property
8.0 out of 10, Very Good, (1018)
"Awesome staff, awesome stay!!"
$68 nightly
The price is $76
Nov 5 - Nov 6
Total with taxes and fees
Quality Inn Hyde Park Poughkeepsie North
Courtyard by Marriott Kingston
Front of property

Courtyard by Marriott Kingston

3.0 star property
8.8 out of 10, Excellent, (1001)
"Great customer service, friendly staff, knowledgeable "
$114 nightly
The price is $127
Nov 9 - Nov 10
Total with taxes and fees
Courtyard by Marriott Kingston
Super 8 by Wyndham Kingston
In-room safe, desk, laptop workspace, blackout drapes

Super 8 by Wyndham Kingston

2.5 star property
6.2 out of 10, (1011)
"Wonderful and friendly staff!"
$79 nightly
The price is $89
Oct 20 - Oct 21
Total with taxes and fees
Super 8 by Wyndham Kingston
Urban Cowboy Lodge
Restaurant

Urban Cowboy Lodge

5.0 star property
9.2 out of 10, Wonderful, (168)
"Just the whole experience was amazing. We enjoyed it so much (my daughter and I) that we want to return for Mother's Day. "
$236 nightly
The price is $264
Oct 15 - Oct 16
Total with taxes and fees
Urban Cowboy Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in Woodstock

Find the best Woodstock areas and neighborhoods for the activities you enjoy most. Learn more about Woodstock
Learn more about Woodstock

Shady

If you're looking for some top things to see and do in Shady and surrounding area, you can visit Overlook Mountain Trailhead and Byrdcliffe Barn.

Stay near popular Woodstock attractions

Overlook Mountain Trailhead

5.0/5 (10 reviews)
Learn about the local history of Woodstock when you take a trip to Overlook Mountain Trailhead. Discover the mountain views while you're in the area.
See properties

Karma Triyana Dharmachakra Monastery

5.0/5 (4 reviews)
Learn about the local history of Woodstock with a stop at Karma Triyana Dharmachakra Monastery. Discover the mountain views while you're in the area.
See properties

Learn more about Woodstock

Come to relaxing Woodstock and enjoy its hiking, forests, and coffee.

See all hotels in Woodstock

Top Woodstock Hotel Reviews

The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream

10/10 Excellent
"Town of Woodstock is very friendly and welcoming."
Michael 3-night trip
Posted 1 day ago
The Woodstock Inn on the Millstream

More cheap stays in Woodstock

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

7 Terwilliger Ln, New Paltz, NY
$91 nightly
The price is $102 total per night from Nov 2 to Nov 3
$102 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (1,005 reviews)

Hotels in Woodstock with star-rating

Find out more about Woodstock

Top reasons to visit Woodstock

  • Stunning Natural Scenery: Explore scenic reserves and beautiful waterfalls that showcase Woodstock's picturesque landscape.
  • Rich Music History: Visit the iconic site of the historic Woodstock Festival and enjoy the vibrant live music scene.
  • Outdoor Adventures: Engage in activities like skiing at local resorts or relaxing with outdoor picnics.
  • Charming Streets: Wander through the quaint streets of Woodstock Way, filled with unique shops and friendly vibes.
  • Diverse Accommodations: Choose from cozy boutique hotels and family-friendly inns for a memorable stay.

Find great hotels near Woodstock

Discover the charm of Woodstock, New York, with a variety of accommodation options that cater to every traveler’s needs. Whether you prefer a cozy boutique hotel, a family-friendly inn, or a pet-friendly retreat, Woodstock offers it all. Enjoy memorable stays at popular places like the Woodstock Inn and Hotel Dylan, ensuring a unique vacation experience surrounded by the beauty of the Catskills.

  • Howard Johnson by Wyndham Saugerties: Nestled 8 miles from Woodstock, Howard Johnson by Wyndham Saugerties provides a welcoming environment ideal for family vacations and business travelers alike. The hotel features a business center, meeting rooms, and conference space, making it a perfect choice for those needing to conduct business while away from home. Families will appreciate child-friendly amenities such as a free crib and safety features like window guards. This hotel combines convenience with comfort, ensuring a pleasant stay for guests of all ages.
  • Super 8 by Wyndham Kingston: Located 9 miles from Woodstock, Super 8 by Wyndham Kingston is a convenient motel that caters to both business travelers and pet owners. With a 24-hour business center, this property allows guests to stay productive while on the road. Pets are permitted with some restrictions, allowing furry friends to join in the fun. The welcoming atmosphere and essential amenities make this motel a reliable option for those seeking comfort and convenience during their travels.
  • Best Western Plus Kingston Hotel And Conference Center: Just 9 miles from Woodstock, Best Western Plus Kingston Hotel And Conference Center is perfect for adventure seekers and families. This hotel offers extensive business facilities, including a 24-hour business center and accessible conference center. Guests can enjoy outdoor activities such as hiking, skiing, and rock climbing nearby. Families will love the arcade game room and children's pool, ensuring that everyone has a memorable experience. This property expertly blends adventure with business convenience, making it an excellent choice for diverse travelers.

Where to stay near Woodstock

Woodstock, New York, offers a perfect blend of outdoor adventure and serene relaxation, making it an ideal weekend getaway. Explore the charming streets of Woodstock Way, discover local innkeepers, and immerse yourself in the area's friendly, family-friendly atmosphere. Nearby regions boast stunning scenery and historical vibes, ensuring a memorable experience for every traveler. Whether seeking adventure or tranquility, Woodstock is a destination that caters to all.

  • Kingston: Located approximately 10 miles from Woodstock, Kingston is a vibrant city that offers a unique blend of outdoor adventures and historical charm. With visitor numbers peaking during the summer months and in October, this city attracts those looking for skiing experiences in the nearby mountains and ski resorts. Highlights include beautiful lakes and the historic college university that adds cultural depth to your visit. Kingston’s outdoor activities make it a perfect spot for nature enthusiasts and adventure seekers alike.
  • Saugerties: Just 9 miles from Woodstock, Saugerties is a charming city that also caters to adventure lovers and outdoor enthusiasts. The city experiences peak visitor traffic in the summer and early fall, drawing people to its stunning landscapes and ski facilities. Enjoy various activities like skiing and exploring the scenic mountains and lakes in the area. Saugerties is known for its vibrant local community and beautiful stadium, making it a great stop for those looking to soak in the local culture and recreational opportunities.
  • Bearsville: A mere 2 miles from Woodstock, Bearsville is a quaint city known for its breathtaking scenery and outdoor adventures. With peak visitor numbers from summer to early fall, Bearsville offers easy access to skiing and outdoor activities in picturesque natural settings, including a national state park. The proximity to mountains and lakes enhances its appeal, providing visitors with ample opportunities for exploration and relaxation. Bearsville is an ideal spot for those looking to immerse themselves in nature’s beauty while enjoying a cozy, small-town atmosphere.

Things to do in and around Woodstock

Woodstock, New York, is ideal for outdoor enthusiasts seeking adventure and stunning scenery. Visitors can enjoy skiing at local resorts, attend the historic Woodstock Festival, and soak in the vibrant live music scene. Don't miss out on relaxing yoga studios or picturesque outdoor picnics that showcase the area's natural beauty. Whether you're hitting the slopes or unwinding in nature, Woodstock offers a memorable getaway.

Shopping

In Woodstock, visit the Woodstock Music Shop for unique gifts. If you're up for a drive, check out Hudson Valley Mall and Vinnie's Farm Market, both 9 miles away, offering a range of shopping options and local vibes perfect for souvenirs.

Recreation

At the Woodstock Golf Club, enjoy a round of golf surrounded by beautiful landscapes, perfect for both relaxation and outdoor fun. Saugerties Village Beach offers a tranquil environment for wellness and rejuvenation, while Dietz Stadium provides an energetic atmosphere for sports enthusiasts looking to stay active.

Adventure

For thrilling winter sports, visit Hunter Mountain, located 12 miles from Woodstock, offering ski slopes and snowboarding adventures. Explore the Overlook Mountain Trailhead for breathtaking scenery and outdoor hiking experiences right in Woodstock. Additionally, enjoy family-friendly activities at North-South Lake Campground, also 12 miles away, perfect for outdoor fun.

Nightlife

Experience the vibrant nightlife in Woodstock by visiting Ulster Performing Arts Center for a cultural show, or catch a film at the Overlook Drive-In Theater for a romantic evening. Don’t miss Mount Tremper Arts for engaging performances that offer family-friendly entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Woodstock

To save money on your trip to Woodstock, consider visiting during the cheaper months of January or March to April, with Tuesdays being the least expensive days to stay. Use Expedia to search for budget-friendly accommodations, and don’t forget to check for package deals that combine hotels, flights, and activities for additional savings. Joining Expedia's One Key membership can provide exclusive discounts and OneKeyCash for future bookings. Look for free activities in the area and take advantage of beverage discounts to stretch your budget further.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Woodstock are January and March to April, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Woodstock is Tuesday. The most expensive day to stay in Woodstock is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Woodstock hotel reservation with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Woodstock

Woodstock, New York, offers a perfect blend of outdoor adventures and cultural experiences for travelers. You can explore scenic reserves, stunning waterfalls, and historic college campuses, making it an excellent destination for families and nature enthusiasts alike. Whether you're seeking adventure or a taste of local culture, Woodstock has something to captivate every visitor.

  • Bethel Woods Museum: Located 3 miles from Woodstock, this museum celebrates the rich cultural history of the 1969 Woodstock Festival. Immerse yourself in exhibits featuring music, art, and the social movements of the era, all set against a backdrop of serene landscapes.
  • Kaaterskill Falls: Situated 11 miles away, Kaaterskill Falls is a stunning two-tiered waterfall that offers breathtaking views and a perfect spot for outdoor adventure. It's ideal for hiking, photography, or a romantic picnic amid nature's beauty.
  • Bard College: Also 11 miles from Woodstock, Bard College is a historic institution with beautiful architecture and lush grounds. Explore its art galleries and enjoy the vibrant cultural events that reflect its commitment to the arts and humanities.

Best time to go to Woodstock

The best time to visit Woodstock is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.0°F (-3.9°C)Light RainMostly SunnySlightly LowSlightly Low
February26.6°F (-3.0°C)Light RainMostly CloudyAverageAverage
March34.5°F (1.4°C)Light RainMostly SunnyAverageSlightly Low
April46.2°F (7.9°C)Light RainMostly SunnyAverageSlightly Low
May57.7°F (14.3°C)Light RainMostly SunnyAverageAverage
June65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
July71.6°F (22.0°C)Light RainMostly SunnySlightly HighSlightly High
August69.6°F (20.9°C)Light RainMostly SunnySlightly HighSlightly High
September62.6°F (17.0°C)Light RainMostly SunnySlightly HighAverage
October51.4°F (10.8°C)Light RainMostly SunnyAverageSlightly High
November39.0°F (3.9°C)Light RainMostly SunnySlightly LowAverage
December31.1°F (-0.5°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Woodstock

Traveling to Woodstock, New York, offers several airport options. Albany International Airport (ALB) is 51 miles away, with nearby hotels like the 4-star Park Manor Hotel and DoubleTree by Hilton Schenectady Downtown, both located 8 miles from the airport. Stewart International Airport (SWF) is closer at 37 miles, with the 3.5-star Dutchess Inn and Spa at Beacon just 6 miles away. For a shorter distance, Hudson Airport (HCC) is only 27 miles from Woodstock, with excellent accommodations like the 4-star Wick, Hudson, situated 5 miles from the airport, providing convenient transportation services.

Frequently asked questions

What are the best hotels in Woodstock that travelers recommend?
Woodstock Way Hotel stands out as a premier choice for travelers, earning an exceptional score of 9.4. Nestled by the river, this hotel boasts luxurious amenities such as Egyptian cotton sheets, designer toiletries, and cozy fireplaces that create a serene atmosphere. Guests particularly enjoy the vibrant local scene, with concerts and live shows nearby, making it an ideal spot for couples looking to unwind while enjoying the artsy charm of Woodstock.

The Woodstock Inn on the Millstream, rated 8.8, offers a delightful blend of comfort and style. Guests rave about its deep soaking bathtubs and rainfall showerheads, great for relaxing after a day of adventure. Located in the heart of a shopping district, it provides easy access to local boutiques, making it a great choice for those wanting to indulge in retail therapy while enjoying the picturesque surroundings.

For families or larger groups, Twin Gables of Woodstock is an exceptional option, boasting a stellar review score of 9.8. This welcoming hotel provides stunning mountain views and premium bedding to ensure a restful stay. Its location in a shopping district adds convenience for families looking to explore the area while having easy access to amenities.

If you're planning a special occasion, consider Morning Glory B n B Woodstock NY, rated 8.6. This quaint bed and breakfast features onsite tennis for active guests and offers wedding services, making it a fantastic venue for celebrating memorable moments in a picturesque setting.
What are the best family hotels in Woodstock?
Twin Gables of Woodstock is an exceptional choice for families seeking a cozy retreat, boasting a great rating of 9.8 from travelers. This charming hotel is designed with children in mind, featuring engaging amenities such as games and books specifically for younger guests, ensuring that family members of all ages feel welcome and entertained. The presence of a sofa bed adds flexibility for family arrangements, making it a convenient option for those traveling with kids.

Another fantastic family-friendly option is the Woodstock Way Hotel, which has received an impressive traveler rating of 9.4. This hotel not only offers games and books for children but also provides free cribs, making it a breeze for families with infants. Parents will appreciate the daily housekeeping service, keeping their space tidy and stress-free. The hotel's garden setting and kitchen facilities allow families to enjoy quality time together, whether it's preparing a meal or simply relaxing outdoors. Find more child-friendly accommodations in Woodstock.
What are the best spa hotels in Woodstock?
For a rejuvenating escape, the Woodstock Way Hotel is a great choice, boasting an impressive customer review rating of 9.4. Nestled in the picturesque surroundings of Woodstock, this hotel offers an array of spa services to help you unwind and relax. Guests can indulge in various massage therapies, including prenatal, Thai, Swedish, and deep tissue options, all designed to melt away stress and tension. See all spa hotels in Woodstock.
What hotels in Woodstock offer free breakfast?
If you're planning a getaway to Woodstock, there are some charming hotels that not only provide a delightful stay but also offer the perk of free breakfast.

The Twin Gables of Woodstock stands out with its exceptional traveler review score of 9.8. Nestled amidst stunning mountain views, this Victorian property offers a cozy atmosphere complemented by free continental breakfast, self-parking, and complimentary in-room WiFi. Guests particularly enjoy the terrace, where they can soak in the serene surroundings, making it a lovely choice for both families and couples seeking a peaceful retreat.

Another excellent option is The Woodstock Inn on the Millstream, which boasts a review score of 8.8. This inn features a range of amenities such as a fully equipped kitchen, designer toiletries, and deep soaking bathtubs for a touch of luxury. The free breakfast here, along with its location near shopping districts and mountain adventures, makes it a fantastic choice for families looking for quality time together while indulging in a little relaxation. Find more hotels with free breakfast in Woodstock.
What are the top pet-friendly hotels in Woodstock?
If you're looking for a delightful pet-friendly stay in Woodstock, the Woodstock Way Hotel is an excellent choice. With an impressive review score of 9.4, this charming hotel not only welcomes your furry friends but also offers an array of amenities that cater to both pets and their owners. Picture yourself enjoying the beautiful mountain views from your private balcony, or taking advantage of the onsite shopping options, which include designer stores. For those who love the outdoors, the hotel is conveniently located near various mountain biking and skiing opportunities, ensuring that both you and your pet can enjoy an adventurous getaway.

Another great option is the Twin Gables of Woodstock, which boasts an impressive rating of 9.8. This Victorian-style property provides a cozy atmosphere that families will appreciate, featuring a selection of games and books for children. The hotel also offers free continental breakfast, great for fueling up before exploring the nearby mountains. With its convenient location in a vibrant shopping district, Twin Gables is ideal for families seeking a blend of relaxation and adventure.

These properties represent the best of what Woodstock has to offer for pet lovers, ensuring a memorable and stress-free experience. See more pet-friendly hotels in Woodstock.
What are the best budget hotels in Woodstock?
For travelers seeking budget-friendly accommodations in Woodstock, the Twin Gables of Woodstock stands out with an impressive guest review rating of 9.8. This charming Victorian property offers a delightful blend of comfort and convenience, featuring free breakfast options, complimentary Wi-Fi, and scenic mountain views that create a truly serene atmosphere. Families will appreciate the thoughtful touches like games and books for children, ensuring little ones remain entertained.

Another excellent choice for families is the Hotel Dylan, also boasting a top review score of 9.8. This property not only offers an outdoor seasonal pool, great for cooling off during warm days, but it also provides access to nearby skiing areas for winter adventures. With amenities like free parking and games for children, it's a well-rounded option that caters to families looking for both relaxation and excitement.

For couples or solo travelers, The Woodstock Inn on the Millstream, rated 8.8, presents a cozy retreat with a charming fireplace and deep soaking bathtubs, ideal for unwinding after a day of exploration. Meanwhile, Morning Glory B n B, with a score of 8.6, has a inviting space with essential amenities, great for those wanting a home-like experience while enjoying outdoor activities nearby. View all budget hotels in Woodstock.
What are the most romantic hotels in Woodstock for couples?
For an enchanting romantic getaway, the Woodstock Way Hotel is a great choice, rated 9.4/10 by guests for its charming atmosphere and thoughtful amenities. Nestled amid the beautiful mountains, this hotel offers stunning river views and cozy accommodations featuring premium bedding and Egyptian cotton sheets, ensuring a restful night's sleep. See all romantic hotels in Woodstock.
When is the best time to go to Woodstock?
The most popular time to visit Woodstock is during the summer months, particularly July, when the town comes alive with an array of music festivals and outdoor events. The weather is typically warm and inviting, with average temperatures ranging from the mid-70s to low 80s Fahrenheit—superb for exploring the charming streets and lush surroundings.

During the peak season from June through August, Woodstock attracts many visitors eager to soak up its vibrant arts scene and enjoy outdoor activities. This is an ideal time for sightseeing, as you can wander through the scenic trails of the nearby Catskill Mountains or engage in leisurely strolls along the picturesque streets filled with galleries, shops, and cafes. The lively atmosphere, along with the long days, allows you to make the most of your visit.

For travelers seeking a quieter experience, consider September. This month often offers pleasant weather with fewer crowds, allowing you to fully immerse yourself in the local culture. As the summer season winds down, you can still enjoy outdoor dining at local restaurants and explore the natural beauty of the area without the hustle and bustle.
Where can I find the best nightlife in Woodstock?
Woodstock, New York, is a charming town known for its artistic vibe and serene natural surroundings, but it also offers some delightful nightlife options for those looking to unwind after a day of exploration.

The heart of Woodstock's nightlife can be found on Tinker Street, where you'll discover a mix of cozy bars, live music venues, and restaurants that often host evening performances. This street is a great place to experience the local music scene, with many venues featuring live bands and open mic nights.

For a more laid-back atmosphere, the Bearsville Theater is a must-visit. This iconic venue not only hosts concerts but also features a bar and restaurant, making it a superb spot for dinner followed by a live show. The surrounding Bearsville area adds to the charm, with its artistic ambiance and unique shops.

Additionally, the nearby Phoenicia offers a few hidden gems, such as casual bars and eateries where you can enjoy local craft beers and cocktails in a relaxed setting. It's a short drive from Woodstock and worth exploring for a change of scenery.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Woodstock.
How can I save on a Woodstock hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Woodstock hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Woodstock hotel?
Prices for hotels in Woodstock often vary, but you can find a great deal from $76 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia