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Find hotels in Southold, NY from $91

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Compare 4,300 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (209)
"Great quick stay"
$255 nightly
The price is $288
Nov 2 - Nov 3
Total with taxes and fees
The Shoals Suites and Slips

Hampton Bays Hotel on Main

2.0 star property
7.0 out of 10, Good, (61)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
$116 nightly
The price is $132
Oct 8 - Oct 9
Total with taxes and fees
Hampton Bays Hotel on Main

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1000)
"Great place!! "
$331 nightly
The price is $380
Nov 2 - Nov 3
Total with taxes and fees
Saybrook Point Resort & Marina

Pier Blue Inn Old Saybrook - Essex

2.0 star property
8.0 out of 10, Very Good, (1002)
"Very friendly and helpful staff."
$79 nightly
The price is $91
Oct 7 - Oct 8
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (944)
"Very nice staff and great location "
$138 nightly
The price is $158
Nov 2 - Nov 3
Total with taxes and fees
The Atlantic Hotel

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (194)
"Lovely short stay! Right on the beautiful beach. Staff were so welcoming and even quickly sent me something I accidentally left behind in the room. Absolutely plan to be back!"
$134 nightly
The price is $153
Oct 26 - Oct 27
Total with taxes and fees
Ocean Vista Resort

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (665)
"Great place to stay"
$188 nightly
The price is $215
Oct 20 - Oct 21
Total with taxes and fees
The Hampton Maid

Greenview Inn Riverhead

2.0 star property
7.4 out of 10, Good, (741)
"Clean and comfortable "
$106 nightly
The price is $122
Oct 13 - Oct 14
Total with taxes and fees
Greenview Inn Riverhead

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (521)
"Great location ,beautiful hotel,nice staff"
$208 nightly
The price is $238
Nov 2 - Nov 3
Total with taxes and fees
The Harbor Front Inn

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1022)
"clean and quiet property, great views, amazing staff"
$228 nightly
The price is $263
Oct 31 - Nov 1
Total with taxes and fees
Water's Edge Resort & Spa

Zey Hotel

3.5 star property
9.2 out of 10, Wonderful, (275)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
$263 nightly
The price is $301
Oct 19 - Oct 20
Total with taxes and fees
Zey Hotel

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (363)
"Great room, very spacious "
$227 nightly
The price is $259
Nov 2 - Nov 3
Total with taxes and fees
The Preston House & Hotel

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1002)
"We have stayed there before so have been pleased with it."
$94 nightly
The price is $108
Nov 2 - Nov 3
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (316)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
$126 nightly
The price is $144
Oct 19 - Oct 20
Total with taxes and fees
Hampton's Vacation Inn

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (296)
"Very nice & affordable "
Windward Shores Ocean Resort

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (257)
"Staff was amazing and this hotel is in the perfect location "
$138 nightly
The price is $158
Oct 6 - Oct 7
Total with taxes and fees
Greenporter Hotel

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

2.5 star property
8.6 out of 10, Excellent, (1001)
"I enjoyed every minute of my stay .I felt safe the entire time ."
$164 nightly
The price is $187
Oct 26 - Oct 27
Total with taxes and fees
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (320)
"the staff was exceptional and our dinner was very good"
$314 nightly
The price is $361
Nov 2 - Nov 3
Total with taxes and fees
Madison Beach Hotel

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (447)
"Staff was fantastic, room was always clean and the area was perfect! "
$163 nightly
The price is $187
Oct 5 - Oct 6
Total with taxes and fees
Bayview Resort

Hilton Garden Inn Riverhead

3.0 star property
8.6 out of 10, Excellent, (1001)
"Very nice hotel and convenient to vineyards "
$160 nightly
The price is $183
Oct 28 - Oct 29
Total with taxes and fees
Hilton Garden Inn Riverhead
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Stay near popular Southold attractions

Learn more about Southold

Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.

Top Southold Hotel Reviews

More cheap stays in Southold

More cheap stays in Southold

Hotels in Southold with star-rating

Hotels in Southold with star-rating

Find out more about Southold

Find out more about Southold

Top reasons to visit Southold

  • Stunning Beaches: Southold boasts beautiful beaches perfect for sunbathing, swimming, and beachcombing, offering breathtaking views and a relaxing atmosphere.
  • Wine Tastings: The North Fork is renowned for its wineries, providing visitors with delightful wine-tasting experiences amidst picturesque vineyards.
  • Rich History: Explore Southold's historical museums and landmarks, showcasing the area's unique heritage and cultural significance.
  • Outdoor Adventures: Enjoy a variety of outdoor activities, including hiking, fishing, and kayaking in the scenic natural surroundings.
  • Charming Accommodations: Southold offers diverse lodging options, from cozy inns to pet-friendly hotels, ensuring a comfortable stay for every traveler.

Find great hotels near Southold

Discover the charm of Southold, New York, where a variety of lodging options await to enhance your vacation experience. Whether you're seeking a cozy agritourism property or a family-friendly hotel, Southold offers pet-friendly accommodations that cater to adventure seekers and relaxation enthusiasts alike. Explore local beach motels and read reviews to find the perfect spot for your getaway in this picturesque coastal town.

  • Sound View Greenport: Nestled just 3 miles from Southold, Sound View Greenport is the perfect spot for families and beach lovers. This 3.5-star hotel boasts direct access to the beach, allowing guests to soak up the sun and enjoy the waves at their leisure. The hotel is pet-friendly, welcoming both dogs and cats, making it a great choice for those traveling with furry companions. Families will appreciate the amenities designed for children, such as complimentary cribs and safety features like window guards. With its family-oriented atmosphere and beachside charm, Sound View Greenport promises a delightful getaway.
  • Sag Harbor Inn: Located 8 miles from Southold, Sag Harbor Inn is an ideal choice for business travelers seeking a comfortable yet professional environment. This 3.5-star hotel provides essential amenities, including a dedicated meeting room equipped for your business needs. The hotel's ambiance combines modern convenience with a touch of local charm, ensuring that guests can unwind after a day of meetings. Whether you’re in town for work or leisure, Sag Harbor Inn offers a tranquil retreat to recharge.
  • The Harbor Front Inn: Situated 4 miles from Southold, The Harbor Front Inn caters to both business travelers and pet owners. This 3.5-star hotel features essential business facilities, ensuring a productive stay. With a pet-friendly policy that allows dogs in rooms and common areas, pet lovers can enjoy their stay without leaving their furry friends behind. The Harbor Front Inn blends a professional setting with the comforts of home, making it a versatile choice for all types of travelers.

Where to stay near Southold

Southold, nestled in New York's North Fork, offers a delightful mix of outdoor adventures, romantic getaways, and family-friendly activities. Explore the charming scenery, indulge in local wineries, and immerse yourself in the area's rich history. Nearby attractions provide further opportunities for excursions and luxury experiences, making Southold a perfect vacation spot for every traveler. Enjoy sunny weather and a welcoming atmosphere as you create unforgettable memories in this beautiful Long Island destination.

  • Hamptons: A quintessential getaway, the Hamptons are located approximately 10 miles from Southold. This area is famous for its beautiful beaches and vibrant summer atmosphere, attracting visitors primarily from June to August. Here, you can indulge in outdoor activities, from sunbathing on pristine shores to enjoying a round of golf at one of the many picturesque courses. The local scene is filled with concerts and upscale resorts, making it a romantic escape for couples. Don't miss the chance to explore the scenic lakes and charming beachfront areas that define this iconic destination.
  • Greenport: Just 4 miles from Southold, Greenport is a charming city that offers a unique blend of outdoor adventures and romantic seaside experiences. With peak visitor numbers from June to August, this quaint waterfront town is perfect for those looking to enjoy the beach and participate in various activities. Greenport features several golf courses and hosts lively music concerts, while its family-friendly beaches make it an ideal spot for all ages. Be sure to visit the local event conference venues, which often showcase the best of the town's cultural offerings.
  • Sag Harbor: Located about 8 miles from Southold, Sag Harbor is a historic city that beautifully combines outdoor fun with a laid-back beach vibe. Popular among visitors from June to August, this charming town features beaches, parks, and opportunities for romantic strolls along the waterfront. Golf enthusiasts will appreciate the nearby courses, while winter sports lovers can venture to local ski fields. With its inviting atmosphere and scenic landscapes, Sag Harbor is a delightful stop on your vacation itinerary.

Things to do near Southold

Southold, New York, is perfect for outdoor and romantic getaways, offering a variety of activities such as wine tastings, recreational areas, skiing, and music concerts. Whether you're looking to relax with a glass of local wine or enjoy an entertaining performance, Southold has something for everyone to enjoy in its charming, scenic surroundings.

Shopping

For a delightful shopping experience in Southold, visit the Greenport Farmers' Market, just 4 miles away, for local produce and unique goods. The Style Bar and BookHampton, both 8 miles away, offer fashionable finds and great reads. If you're up for a drive, explore even more local shops in nearby towns.

Recreation

Explore Goldsmith's Inlet Park for serene nature walks and calming views, perfect for relaxation and rejuvenation. Enjoy a round at Noyac Golf Club, where you can embrace the outdoors and challenge yourself on the greens. For family fun, head to Shelter Island Whale's Tail for an exciting mini-golf experience.

Adventure

Splish Splash Water Park offers thrilling water rides and family-friendly fun, located 19 miles from Southold. For adrenaline junkies, Riverhead Raceway, 18 miles away, features exciting motor racing events. Explore the scenic Walking Dunes Trailhead, 21 miles from Southold, for a memorable hiking adventure surrounded by nature.

Nightlife

In Southold, the Greenport Carousel offers charming outdoor vibes just 4 miles away, perfect for a whimsical night. For a blend of culture and romance, the Bay Street Theatre, located 8 miles away, and Guild Hall, 14 miles away, provide entertaining shows ideal for families and couples alike.

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

Booking tips and Expedia advantages for Southold

To save money on your trip to Southold, consider visiting during the low season from January to March, when prices are lower compared to the summer months. Book your stay on a Tuesday for the best rates. Use Expedia to compare room rates and find eco-friendly accommodations. Bundling your hotel, flights, and activities can lead to additional savings, and joining the One Key membership provides exclusive discounts and cash rewards for future stays. Don't forget to explore free local attractions and utilize public transportation for affordable travel around the area.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Southold are January to March, where the prices are slightly lower. This is in comparison to June to August, 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 Southold is Tuesday. The most expensive day to stay in Southold is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to set your budget, choose your desired location, and more. You can organize your results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you can refine your choices by hotel type—if you check the Eco-certified filter, you'll discover sustainable and environmentally-friendly hotels ready for booking.
  • Consider bundling your trip: You can save money by combining your Southold 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 Southold

Southold, New York, is a perfect destination for outdoor lovers and couples seeking a romantic getaway. With its stunning beaches, urban parks, and rich history museums, visitors can enjoy a variety of attractions that cater to those looking for beach activities, cultural experiences, and outdoor adventures. Explore the picturesque surroundings and immerse yourself in the local charm that Southold has to offer.

  • 67 Steps Beach: Located 5 miles from Southold, 67 Steps Beach offers a serene escape with its sandy shores and soothing waves. The beach is perfect for sunbathing, swimming, and enjoying the calming beach vibes.
  • Railroad Museum of Long Island: Situated 4 miles away, this museum showcases the rich history of railroading on Long Island. With fascinating exhibits and artifacts, visitors can immerse themselves in the cultural heritage of the region.
  • Sag Harbor Marine Park: About 8 miles from Southold, this marina is a hub for outdoor activities and adventure. Enjoy kayaking, fishing, or simply relaxing by the water while soaking in the vibrant beach atmosphere.

Best time to go to Southold

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyModerately LowSlightly Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageSlightly Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyModerately HighSlightly High
July73.0°F (22.8°C)Light RainMostly SunnyModerately HighSlightly High
August73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyModerately LowAverage
December42.1°F (5.6°C)Light RainMostly CloudyModerately LowAverage

The nearest major airports for your trip to Southold

For your visit to Southold, New York, you have several airport options. Islip, NY (ISP-MacArthur) is situated 40 miles away, with nearby hotels like the 3.5-star Hyatt Regency Long Island, Jake's 58 Casino Hotel, and Radisson Hotel Hauppauge-Long Island. New Haven, CT (HVN-Tweed - New Haven Regional) is 28 miles away, featuring the 4-star Blake Hotel and Graduate by Hilton New Haven. The closest option is East Hampton, NY (HTO), located 12 miles from Southold, where you can find the luxurious 5-star Mill House Inn and the elegant Topping Rose House. Each airport provides convenient access to various hotels for your stay.

Frequently asked questions

What are the best hotels in Southold that travelers recommend?
The Shoals Suites and Slips is a highly praised destination in Southold, boasting an impressive traveler review score of 9.4. This charming hotel is great for couples seeking a romantic getaway, offering premium bedding, luxurious bathrobes, and attentive champagne service that sets the mood for an intimate experience. Guests love the opportunity to explore nearby vineyards with private tours and tastings, making it a delightful choice for wine enthusiasts looking to unwind in a serene setting.

For families, Vine & Sand stands out with a great review score of 10.0. This hotel promises comfort and convenience, featuring premium bedding and designer toiletries that ensure a restful stay. Families will appreciate the spacious rooms and the opportunity to enjoy the beautiful vineyard views right from their doorstep. With rainfall showerheads and a inviting space, it's an inviting spot for relaxation after a day of exploring local attractions.
What are the best family hotels in Southold?
The Shoals Suites and Slips in Southold stands out as an exceptional family-friendly hotel, boasting a stellar review score of 9.4 from guests who appreciate its attentive service and comfortable accommodations. This charming property offers a range of amenities designed to cater to families, including complimentary cribs and a daily housekeeping service, ensuring that parents can enjoy a stress-free stay while their little ones are well taken care of. Find more child-friendly accommodations in Southold.
What hotels in Southold offer free breakfast?
Vine & Sand in Southold is an exceptional choice for travelers seeking a serene retreat complemented by attentive service. With a superb customer review rating of 10.0, this hotel stands out not only for its picturesque vineyard views but also for its delightful amenities. Find more hotels with free breakfast in Southold.
What are the top pet-friendly hotels in Southold?
The Shoals Suites and Slips in Southold, NY, is a charming pet-friendly hotel that welcomes furry companions while offering an exceptional stay for their owners. This beautifully situated property boasts a stunning white sand beach, great for morning strolls with your pet. Guests rave about the attentive service and thoughtful amenities, including premium bedding, air conditioning, and a kitchenette, ensuring a comfortable and convenient experience. See more pet-friendly hotels in Southold.
What are the best budget hotels in Southold?
For travelers seeking charming accommodations in Southold, Vine & Sand is an exceptional option, boasting a great review score of 10.0. This hotel offers a delightful array of amenities, including free Wi-Fi and complimentary breakfast on weekends, ensuring a comfortable stay without breaking the bank. Guests can enjoy the seasonal outdoor pool, relax on the terrace, or take in the beautiful vineyard views. The nearby private beach with sun loungers and umbrellas provides an ideal spot for families to unwind.

Another top property is The Shoals Suites and Slips, which has received high praise with a traveler review score of 9.4. This hotel features a kitchenette in each suite, great for families who prefer the convenience of preparing their own meals. The property also offers access to a stunning white sand beach and organizes public tours and tastings at their on-site winery, making it a fantastic choice for couples looking for a romantic getaway while still appealing to families. View all budget hotels in Southold.
What are the most romantic hotels in Southold for couples?
For couples seeking a romantic escape, The Shoals Suites and Slips in Southold is an exceptional choice, boasting an impressive customer review rating of 9.4. This hotel features an array of amenities designed to enhance your romantic getaway, including couples dining options that set the stage for intimate meals together. See all romantic hotels in Southold.
When is the best time to go to Southold?
The most popular time to visit Southold is during the late spring and summer months, particularly in July. During this peak season, you can expect delightful weather with temperatures typically ranging from the mid-70s to low 80s Fahrenheit. This warm climate is great for enjoying the beautiful beaches, picturesque vineyards, and outdoor activities that Southold has to offer.

As the summer unfolds, visitors flock to the area to take part in various festivals, farmers' markets, and events that highlight the local culture and community spirit. The vibrant atmosphere invites you to explore the charming downtown area, where you can find boutique shops and delightful eateries. With plenty of options for outdoor dining, you can savor fresh seafood or locally sourced dishes while soaking in the lively ambiance.

For those who appreciate a quieter experience, consider visiting in September. This month often features pleasant weather and a more relaxed vibe, allowing you to enjoy the natural beauty of Southold without the summer crowds. Plus, you'll find that some accommodations and attractions may offer more competitive pricing, giving you a chance to experience quality without compromising value.
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 Southold.
How can I save on a Southold hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Southold 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 Southold hotel?
Prices for hotels in Southold often vary, but you can find a great deal from $91 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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