Find hotels in West Stockbridge, MA from $58

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Our top choices for West Stockbridge hotels

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
$104 nightly
The price is $115
Dec 11 - Dec 12
Total with taxes and fees
Shaker Mill Inn

Pleasant Valley Motel West Stockbridge

2.0 star property
West Stockbridge
6.8 out of 10, (1002)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
$52 nightly
The price is $58
Jan 1 - Jan 2, 2026
Total with taxes and fees
Pleasant Valley Motel West Stockbridge

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$101 nightly
The price is $113
Dec 21 - Dec 22
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1008)
"Great stay there!! Very friendly staff"
United States
Ann
$89 nightly
The price is $99
Dec 18 - Dec 19
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (812)
"Easiest check in and out. Great food in dining room. "
United States
William
$113 nightly
The price is $126
Dec 14 - Dec 15
Total with taxes and fees
Berkshires Untold

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2168)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
$126 nightly
The price is $141
Dec 14 - Dec 15
Total with taxes and fees
Vacation Village in the Berkshires

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
9.0 out of 10, Wonderful, (798)
"Place was great!"
United States
Benjamin
$120 nightly
The price is $134
Dec 11 - Dec 12
Total with taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
$180 nightly
The price is $202
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Red Lion Inn

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
$172 nightly
The price is $192
Dec 11 - Dec 12
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (984)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$88 nightly
The price is $99
Dec 12 - Dec 13
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
$108 nightly
The price is $121
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Pocketbook Hotel and Bath

2.0 star property
Hudson
8.4 out of 10, Very Good, (10)
"lovely place!"
United States
Samyuktha
$261 nightly
The price is $295
Dec 18 - Dec 19
Total with taxes and fees
Pocketbook Hotel and Bath

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (785)
"This place is so peaceful and the staff is always helpful "
United States
Leona
$108 nightly
The price is $120
Jan 8 - Jan 9, 2026
Total with taxes and fees
Berkshire Mountain Lodge

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (707)
"We stay here every year and it never disappoints "
United States
Elizabeth
$107 nightly
The price is $120
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
$190 nightly
The price is $212
Dec 11 - Dec 12
Total with taxes and fees
Chambery Inn

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
"Clean room and staff was super friendly"
United States
Yuen
$149 nightly
The price is $166
Dec 11 - Dec 12
Total with taxes and fees
Hotel On North

Courtyard by Marriott Lenox Berkshires

3.0 star property
Lenox
9.2 out of 10, Wonderful, (589)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
$135 nightly
The price is $151
Dec 14 - Dec 15
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires

Prospect Berkshires

3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
$247 nightly
The price is $276
Dec 15 - Dec 16
Total with taxes and fees
Prospect Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
$127 nightly
The price is $142
Jan 4 - Jan 5, 2026
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Nautical Nest

2.5 star property
Hudson
9.6 out of 10, Exceptional, (125)
"Very cute, great location in town, nice and quiet"
United States
Michael
$122 nightly
The price is $138
Jan 5 - Jan 6, 2026
Total with taxes and fees
Nautical Nest
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.
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Stay near popular West Stockbridge attractions

Learn more about West Stockbridge

The historic Turn Park Art Space showcases outdoor sculptures along winding paths overlooking the Housatonic River. Grab breakfast at Six Depot Roastery before browsing the charming shops and galleries along Main Street.

Olivias Overlook - West Stockbridge, Massachusetts

Top West Stockbridge Hotel Reviews

More cheap stays in West Stockbridge

Hotels in West Stockbridge with star-rating

Find out more about West Stockbridge

Top reasons to visit West Stockbridge

  • Vibrant Arts Scene: West Stockbridge boasts local art galleries and captivating theater performances, perfect for culture enthusiasts.
  • Scenic Nature: Nestled in the Berkshires, the town offers stunning landscapes, ideal for outdoor adventures and relaxation.
  • Culinary Delights: Enjoy delightful dining options featuring local cuisine that caters to various tastes.
  • Family-Friendly Atmosphere: The town's charm makes it a great destination for families, with activities suitable for all ages.
  • Convenient Location: Easily explore nearby attractions in the Berkshires, making it a perfect base for your vacation.

Find great hotels near West Stockbridge

Discover the charm of West Stockbridge, Massachusetts, where a variety of accommodations await to enhance your vacation experience. Choose from cozy bed & breakfasts or comfortable hotels, perfect for families and adventure-seekers alike. Many options are pet-friendly, ensuring your furry friends can join in on the fun. With local favorites like the Stockbridge Inn and the Inn at Stockbridge, you’ll find the ideal spot to unwind and explore the beauty of the Berkshires.

  • The Yankee, Trademark Collection by Wyndham: Experience a sophisticated business-oriented stay at The Yankee, Trademark Collection by Wyndham, located just 7 miles from West Stockbridge. This hotel caters specifically to business travelers, providing a range of amenities designed for productivity and convenience. Guests can take advantage of multiple meeting rooms, a dedicated conference space, and a 24-hour business center. Whether you're attending a corporate meeting or just need a quiet place to work, The Yankee offers a professional atmosphere complemented by comfortable accommodations.
  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Perfect for families and adventure seekers, the Holiday Inn Club Vacations Oak n’ Spruce Resort, located 6 miles from West Stockbridge, offers a warm welcome to all, including LGBTQIA travelers. This 3.5-star property is an ideal base for outdoor enthusiasts, with nearby options for hiking, snow tubing, and skiing. Families will appreciate the extensive kid-friendly amenities, including a mini-golf course, playground, and arcade game room. With a focus on fun and adventure, this resort promises a memorable family vacation in the beautiful Berkshires.
  • Best Western Plus Berkshire Hills Inn & Suites: The Best Western Plus Berkshire Hills Inn & Suites, only 7 miles from West Stockbridge, combines a pet-friendly atmosphere with family and business accommodations. This hotel is a great choice for travelers looking for convenience and comfort. Business amenities include a 24-hour business center, conference space, and meeting rooms, while families can enjoy the on-site games and amenities for children. With a welcoming pet policy that allows dogs, this hotel ensures that every member of the family, including your furry friends, feels at home during your stay.

Where to stay near West Stockbridge

West Stockbridge, Massachusetts, is a charming destination perfect for romantic getaways and cultural escapes. Nestled in the Berkshires, this picturesque town offers a family-friendly atmosphere with stunning scenery. Explore local art galleries, enjoy delightful dining options, and take in the relaxing vibe. With its central location, you can easily venture to nearby attractions, making West Stockbridge an ideal base for your vacation adventures.

  • Lenox: Located 5 miles from West Stockbridge, Lenox is a charming destination known for its vibrant cultural scene. Visitors flock here primarily from June to August for its entertainment and romantic offerings. Enjoy a variety of activities such as music concerts and theater performances, or hit the nearby ski slopes in winter. The area is surrounded by stunning natural landmarks, including serene lakes and picturesque mountains, making it an ideal spot for outdoor enthusiasts and families alike. Don't miss the local event conference venues, which host a range of exciting happenings throughout the year.
  • Stockbridge: Just 4 miles away from West Stockbridge, Stockbridge is rich in cultural heritage and offers a delightful blend of romance and entertainment. The peak travel season occurs from July to September, during which visitors can immerse themselves in musical concerts, theatrical performances, and scenic ski fields. The town boasts beautiful local landmarks like serene lakes, historic monuments, and tranquil shrines that invite exploration. Whether you're seeking a cultural experience or a romantic getaway, Stockbridge has something for everyone.
  • Lee: Situated 6 miles from West Stockbridge, Lee is a delightful city that attracts visitors year-round, particularly from June to August. With a focus on romance and family-friendly entertainment, Lee offers a variety of activities, including theater performances and lively music concerts. The nearby ski fields are perfect for winter sports enthusiasts. Lee is also home to beautiful landmarks such as lakes, majestic mountains, and historical monuments, providing a perfect backdrop for outdoor adventures and family outings.

Things to do in and around West Stockbridge

West Stockbridge offers a delightful blend of entertainment, romance, and culture, making it an ideal vacation destination. You can enjoy captivating theater performances, live music concerts, and even hit the local ski fields. For those looking for a memorable day trip, this charming town provides a variety of activities to explore, ensuring a fulfilling experience amidst its scenic beauty.

Shopping

In West Stockbridge, check out Charles H. Baldwin & Sons for local goods, Ebenezer II Gifts and Antiques for unique finds, and Hoffman's Pottery for handcrafted items. If you're up for a drive, visit the Lee Premium Outlets, about 10 miles away, for a wider selection of stores.

Recreation

At Tanglewood Music Center, enjoy live concerts in an enchanting outdoor atmosphere, perfect for music lovers. Wyndhurst Golf & Club offers a serene golfing experience amidst picturesque landscapes, while Kennedy Park provides calming trails and spaces for relaxation, ideal for rejuvenating your mind and body.

Adventure

Bousquet Ski Area, located 7 miles from West Stockbridge, offers thrilling skiing experiences in a vibrant sports atmosphere. For hikers, the Housatonic River Walk, 9 miles away, boasts stunning outdoor scenery. Additionally, Catamount Aerial Adventure Park, 12 miles from town, features exhilarating ziplining and ropes courses amidst nature.

Nightlife

Enjoy an evening at Shakespeare and Company, just 5 miles away, for a romantic theater experience. Alternatively, the Berkshire Theatre Festival offers culture and entertainment, also 5 miles from town. For a unique show, head to the Mahaiwe Performing Arts Center, located 10 miles away.

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

Booking tips and Expedia advantages for West Stockbridge

West Stockbridge is a budget-friendly destination with free attractions like the National Shrine of the Divine Mercy and Lake Buel. For transportation, consider walking or driving to save costs. The best months to visit for lower prices are January, April, and November, with Wednesdays being the cheapest nights to stay. Use Expedia to compare hotel rates, filter for eco-friendly options, and book package deals that combine flights and accommodations. Joining Expedia’s One Key membership can provide exclusive discounts and help you earn OneKeyCash for future stays.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in West Stockbridge are January, April and November, 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 West Stockbridge is Wednesday. The most expensive day to stay in West Stockbridge is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will show you sustainable and environmentally friendly hotels that are currently available. To find the best deals and lowest prices, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by booking an Expedia package that combines your hotel stay in West Stockbridge with your flights and activities.
  • 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 West Stockbridge

West Stockbridge offers a delightful mix of entertainment, romance, and culture for vacationers. With attractions like historic houses, national parks, and nature preserves, visitors can enjoy rich cultural experiences as well as outdoor adventures. Don't miss the chance to explore nearby Berkshires destinations and take a tour of Stockbridge for a complete experience of the area's charm and beauty.

  • National Shrine of the Divine Mercy: Located 4 miles from West Stockbridge, this serene shrine offers a peaceful atmosphere for reflection and prayer. Surrounded by beautiful gardens, visitors can partake in various spiritual activities and enjoy the calming ambiance of this sacred space.
  • Norman Rockwell Museum: Also 4 miles away, this museum celebrates the iconic American artist Norman Rockwell. Explore his captivating illustrations and discover the stories behind his works that capture the essence of American life and culture, all in a picturesque setting.
  • The Mount: Situated 4 miles from West Stockbridge, The Mount is the former home of author Edith Wharton. This historic estate features stunning architecture and beautiful gardens, offering visitors a glimpse into Wharton's life and the literary heritage of the era.

Best time to go to West Stockbridge

The best time to visit West Stockbridge can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in West Stockbridge falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in West Stockbridge falls in January, visitor numbers are moderately low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.8°F (-5.1°C)Light RainMostly CloudyModerately LowSlightly Low
February24.6°F (-4.1°C)Light RainMostly CloudyAverageAverage
March32.5°F (0.3°C)Light RainMostly CloudyAverageAverage
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnyModerately HighAverage
July70.3°F (21.3°C)Light RainMostly SunnyModerately HighSlightly High
August68.4°F (20.2°C)Light RainMostly SunnyAverageSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyModerately HighAverage
October50.0°F (10.0°C)Light RainMostly SunnyAverageSlightly High
November37.8°F (3.2°C)Light RainMostly SunnyModerately LowSlightly Low
December29.5°F (-1.4°C)Light RainMostly CloudyModerately LowAverage

The nearest major airports for your trip to West Stockbridge

Traveling to West Stockbridge, Massachusetts, you have several airport options. Hartford, CT (BDL-Bradley Intl.) is 45 miles away, with nearby hotels like DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport, and Marriott Hartford Downtown, 12 miles away. Albany, NY (ALB-Albany Intl.) is 36 miles from West Stockbridge, with great options including Park Manor Hotel and The Landing Hotel, both 8 miles from the airport. The closest option is Pittsfield, MA (PSF-Pittsfield Municipal), located only 7 miles away, with accommodations like Lakehouse Inn, 7 miles away, and The Central Downtown Inn & Suites, just 2 miles from the airport.

Frequently asked questions

What is the best area to stay in West Stockbridge?
Alford is the best area to stay for travelers venturing to West Stockbridge, Massachusetts. This charming town is situated in the scenic Berkshire Mountains, renowned for its natural beauty and artistic community. With picturesque landscapes and a backdrop of rolling hills, Alford offers a tranquil retreat while keeping you close to the vibrant culture of nearby towns. The area is great for enjoying outdoor adventures, whether it's hiking through lush trails or exploring local galleries that showcase the works of talented artists.

For couples seeking a romantic escape, Alford provides an intimate setting. Enjoy leisurely strolls through the serene countryside or indulge in a cozy dinner at a nearby farm-to-table restaurant, where locally sourced ingredients shine. The peaceful ambiance is ideal for reconnecting and creating cherished memories together.

Families will also find Alford appealing. The spacious surroundings and ample opportunities for outdoor activities make it a wonderful place to bond with loved ones. Explore nearby parks and engage in family-friendly adventures, from picnicking to nature walks, ensuring a delightful experience for everyone.
When is the best time to go to West Stockbridge?
The most popular time to visit West Stockbridge is during the summer months, particularly July. At this time, temperatures typically range between the mid-70s to low 80s Fahrenheit, providing a warm and friendly space superb for outdoor activities and exploration. The lush greenery and vibrant flowers enhance the scenic beauty of the Berkshires, making it a delightful period for sightseeing and enjoying nature.

From July to September, West Stockbridge experiences a peak tourist season, as visitors flock to the area to embrace its artistic charm, local festivals, and outdoor adventures. Whether you're wandering through art galleries, hiking the picturesque trails, or savoring meals at farm-to-table restaurants, this vibrant energy adds to the allure of your experience.

For those who prefer a quieter visit while still enjoying pleasant weather, consider coming in June. This month offers similar temperatures and fewer crowds, allowing you to fully immerse yourself in the area's tranquil beauty. Picture yourself exploring the nearby hiking paths or enjoying a leisurely picnic by the serene riverside without the hustle and bustle of peak tourist season.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right West Stockbridge hotel for you.
How can I save on a West Stockbridge hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on West Stockbridge hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*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 West Stockbridge hotel?
Prices for hotels in West Stockbridge often vary, but you can find a great deal from $58 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.

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