A calm lake with a forest in the background during sunset.

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Check prices for these dates

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6 Aug - 7 Aug
Tomorrow
7 Aug - 8 Aug
This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

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Our top choices for Southold hotels

Bed & breakfast
Hotel
Motel
Breakfast included
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1. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Connor
AED 1,175
AED 1,434 total
includes taxes & fees
1 Sep - 2 Sep
The Shoals Suites and Slips

2. Windward Shores Ocean Resort

Windward Shores Ocean Resort
Napeague
United States
Joseph
AED 1,089
AED 1,344 total
includes taxes & fees
7 Sep - 8 Sep
Windward Shores Ocean Resort

3. The Roundtree, Amagansett

The Roundtree, Amagansett
Amagansett North
United States
Tunca
AED 4,568
AED 5,480 total
includes taxes & fees
7 Sep - 8 Sep
The Roundtree, Amagansett

4. The Reform Club

The Reform Club
Amagansett North
United States
Cathleen
AED 5,165
AED 6,373 total
includes taxes & fees
18 Aug - 19 Aug
The Reform Club

5. Journey East Hampton

Journey East Hampton
East Hampton North
United States
NAKUL
AED 1,634
AED 2,054 total
includes taxes & fees
7 Sep - 8 Sep
Journey East Hampton

6. East Hampton House Resort

East Hampton House Resort
East Hampton North
Canada
Suzette
AED 1,250
AED 1,527 total
includes taxes & fees
7 Sep - 8 Sep
East Hampton House Resort

7. Mill House Inn

Mill House Inn
Pantigo Road Historic District
Canada
Ronald
AED 3,655
AED 6,078 total
includes taxes & fees
9 Aug - 10 Aug
Mill House Inn

8. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
Clearwater Beach
United States
IVAN
AED 3,023
AED 3,453 total
includes taxes & fees
7 Sep - 8 Sep
East Hampton Art House Bed & Breakfast

9. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
United States
EDUARD
AED 2,083
AED 2,416 total
includes taxes & fees
23 Aug - 24 Aug
The Huntting Inn

10. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
AED 2,429
AED 3,320 total
includes taxes & fees
1 Sep - 2 Sep
The 1770 House Restaurant & Inn

11. The Hedges Inn

The Hedges Inn
East Hampton
United States
Tina
AED 2,641
AED 3,234 total
includes taxes & fees
9 Aug - 10 Aug
The Hedges Inn

12. The Maidstone

The Maidstone
East Hampton
United States
Steven
AED 2,261
AED 2,712 total
includes taxes & fees
7 Sep - 8 Sep
The Maidstone

13. EHP Resort & Marina

EHP Resort & Marina
East Hampton
United States
theresa
AED 3,236
AED 4,066 total
includes taxes & fees
7 Sep - 8 Sep
EHP Resort & Marina

14. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
United States
Ivan
AED 3,564
AED 4,071 total
includes taxes & fees
10 Aug - 11 Aug
Wainscott Woods Retreat

15. The Sagaponack

The Sagaponack
Wainscott
United States
liliana
AED 1,378
AED 1,758 total
includes taxes & fees
7 Sep - 8 Sep
The Sagaponack

16. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Barbara
AED 2,571
AED 2,938 total
includes taxes & fees
1 Sep - 2 Sep
A Room At The Beach

17. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
AED 3,439
AED 3,942 total
includes taxes & fees
7 Sep - 8 Sep
Topping Rose House

18. The Niantic Inn

The Niantic Inn
Niantic
AED 965
AED 1,110 total
includes taxes & fees
10 Aug - 11 Aug
The Niantic Inn

19. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Michael
AED 3,401
AED 4,274 total
includes taxes & fees
7 Sep - 8 Sep
Faraway Sag Harbor

20. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Christopher
AED 1,726
AED 1,972 total
includes taxes & fees
7 Sep - 8 Sep
Sag Harbor Inn
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Stay near popular Southold attractions

Sparkling Pointe

8.8/10 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savor their diverse bubblies in an elegant tasting room with vineyard views.
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Croteaux Vineyards

10.0/10 (12 reviews)
America's only all-rosé vineyard offers a taste of Provence in New York's North Fork. Savor wine flights in the picturesque garden setting, complete with rustic barn and seaside charm.
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Mattebella Vineyards

8.0/10 (4 reviews)
This family-run vineyard crafts sustainable wines in an intimate North Fork setting. Enjoy personalized tastings with garden-to-table pairings on the patio overlooking lush vines.
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McCabe's Beach

Why not spend a lazy afternoon at McCabe's Beach during your trip to Southold? Stroll along the beaches or discover the area's sunsets.
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Horton Lane Beach

9.0/10 (4 reviews)
This rocky shoreline along Long Island Sound offers peaceful views beside the historic Horton Point Lighthouse. Explore maritime heritage at the adjacent Nautical Museum, open seasonally.
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Osprey's Dominion

9.6/10 (5 reviews)
This award-winning North Fork winery showcases sustainable viticulture through distinctive Sauvignon Blanc and Merlot offerings. Enjoy tastings on their spacious lawn with weekend live music and picnic areas.
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Sannino's Bella Vita Vineyard

9.6/10 (4 reviews)
This intimate vineyard offers personalized expert-guided wine tastings amid sustainable vineyards. Experience their unique White Merlot overlooking scenic North Fork landscapes or stay at their on-site B&B.
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The Old Field Vineyards

9.6/10 (5 reviews)
This family-owned vineyard, Long Island's oldest continuously operated winery, offers handcrafted wines in a rustic setting. Enjoy tastings on expansive lawns overlooking Southold Bay.
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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.

See all hotels in Southold
A pebbled beach at sunset with the sun reflecting on the water.
Photo by Benny Goh

Top Southold Hotel Reviews

 Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"I really enjoyed this property as it was well maintained cute cottages totally away from noise and very peaceful"
Rosario 1-night trip
Posted 8 hours ago
Hampton's Vacation Inn
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Great space, pool, well decorated, maintained, affordable yet still close to the main area - our group was super pleasantly surprised!"
Sarah 1-night trip
Posted 8 hours ago
The Bentley Hotel Southampton
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Very lovely property, nice and helpful staff, rooms and products great."
Alyssa 1-night trip
Posted 1 day ago
The Hampton Maid
Budget Host East End

Budget Host East End

8/10 Good
"."
Peter 2-night trip
Posted 1 day ago
Budget Host East End
The Pridwin Hotel

The Pridwin Hotel

10/10 Excellent
"Amazon stay. They made our anniversary an unforgettable experience"
Josefa 1-night trip
Posted 3 days ago
The Pridwin Hotel
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Just a great experience across the board!"
Jackie 2-night trip
Posted 3 days ago
The Atlantic Hotel
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"I think the place deserves 4 star rating."
Mark 1-night trip
Posted 4 days ago
Saybrook Point Resort & Marina
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Great in town getaway"
Yveline 3-night trip
Posted 4 days ago
Sound View Greenport
Zey Hotel

Zey Hotel

10/10 Excellent
"Great day! Wonderful location, right in the middle of town and very adorable place with clean rooms. Would definitely recommend and would stay here again."
Nicole 1-night trip
Posted 5 days ago
Zey Hotel

More cheap stays in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
AED 417
AED 480 total
13 Aug - 14 Aug
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
AED 459
AED 525 total
9 Aug - 10 Aug
includes taxes & fees
6.8/10 (851 reviews)
Budget Host East End
Greenview Inn Riverhead

Greenview Inn Riverhead

1433 W Main St Riverhead NY
AED 553
AED 632 total
9 Aug - 10 Aug
includes taxes & fees
Greenview Inn Riverhead
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
AED 573
AED 746 total
7 Sep - 8 Sep
includes taxes & fees
9.6/10 Exceptional! (556 reviews)
The Bentley Hotel Southampton
Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG

1707 Old Country Rd Riverhead NY
AED 746
AED 852 total
7 Sep - 8 Sep
includes taxes & fees
Holiday Inn Express & Suites Riverhead - Long Island by IHG
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
AED 823
AED 1,032 total
9 Aug - 10 Aug
includes taxes & fees
7.2/10 Good! (1,003 reviews)
The Atlantic Hotel

Hotels in Southold with star-rating

Find out more about Southold

Top reasons to visit Southold

  • Beautiful Beaches: Southold features stunning beaches perfect for relaxation and recreation.
  • Wine Tastings: Experience the renowned vineyards of the region through delightful wine tastings.
  • Outdoor Adventures: Enjoy a variety of outdoor activities, from scenic hikes to water sports.
  • Charming Neighborhoods: Explore picturesque neighborhoods filled with local culture and history.
  • Diverse Accommodations: Choose from cozy hotels to unique agritourism stays that suit all preferences.

Find great hotels near Southold

Southold offers a diverse selection of accommodations, from charming agritourism properties to cozy hotels perfect for families and adventure seekers. With pet-friendly options and proximity to beautiful beaches, you'll find the ideal spot for your vacation. Explore the various hotels in Southold, read reviews, and discover the perfect place to unwind and enjoy the stunning North Fork experience.

  • Sound View Greenport: Nestled just 4.8km from Southold, Sound View Greenport is a charming 3.5-star hotel perfect for families, business travelers, and beach enthusiasts alike. With direct access to the beach, guests can indulge in sun-soaked relaxation and seaside adventures. The hotel goes the extra mile to accommodate families with amenities like free cribs and window guards for children, ensuring a safe and enjoyable stay. Visitors can expect a welcoming atmosphere that caters to both leisure and work needs, making it an ideal getaway for all.
  • The Harbor Front Inn: Located 6.4km from Southold, The Harbor Front Inn is a delightful 3.5-star accommodation that welcomes both business travelers and pet owners. This pet-friendly property permits dogs in designated areas, ensuring that your furry friends can join in on the vacation fun. The inn features a warm, inviting ambiance, making it a perfect spot for those looking to blend work with relaxation. Guests appreciate the thoughtful amenities and the friendly service that enhance their overall experience, making it a popular choice for a memorable stay.
  • Sag Harbor Inn: Positioned 12.9km from Southold, the Sag Harbor Inn offers a sophisticated 3.5-star experience tailored for business travelers. The inn provides a tranquil retreat with comfortable accommodations and essential amenities for professionals on the go. Its strategic location allows for easy access to local attractions and dining, making it a convenient choice for those looking to explore the area while maintaining their work commitments. Guests can enjoy a peaceful atmosphere that seamlessly blends comfort and functionality.

Where to stay near Southold

Southold, located on Long Island's beautiful North Fork, offers a perfect blend of romantic outdoor adventures and family-friendly activities. Enjoy scenic excursions, explore charming neighborhoods, and indulge in luxury experiences. With its sunny weather and rich historical backdrop, Southold is an ideal destination for relaxation and entertainment. Discover nearby attractions that enhance your vacation, making it a memorable getaway in New York State.

  • Hamptons: Situated 16.1km from Southold, the Hamptons are renowned for their beautiful beaches and upscale atmosphere. This area attracts visitors seeking outdoor adventures and romantic getaways, especially during peak season from June to August. Outdoor enthusiasts can enjoy a variety of activities, including golfing and attending music concerts. Local landmarks like scenic beaches and picturesque lakes make the Hamptons a prime destination for leisure and relaxation.
  • Greenport: Greenport is a charming city located 6.4km from Southold, perfect for travelers looking for a blend of outdoor experiences and romantic settings. With a moderately seasonal influx of visitors peaking in the summer months, Greenport offers plenty of recreational activities including golf and music events. Its proximity to beautiful parks and family-friendly beaches makes it an ideal spot for families and couples alike, ensuring a delightful experience for all.
  • Sag Harbor: Only 12.9km away from Southold, Sag Harbor is a picturesque city that boasts a rich maritime history and vibrant cultural scene. Visitors flock here for its spectacular beaches and outdoor experiences, particularly in the summer months. With access to golf courses, ski fields, and local attractions like lighthouses and family beaches, Sag Harbor provides an excellent range of activities for all types of travelers, making it a must-visit destination.

Things to do near Southold

Southold offers a delightful mix of romantic and outdoor activities perfect for a vacation. Visitors can enjoy skiing at local resorts, as well as take part in popular wine tastings that showcase the region's renowned vineyards. With its scenic landscapes and entertainment options, Southold is an ideal destination for those seeking adventure and relaxation alike.

Shopping

In Southold, visit the Greenport Farmers' Market, just 6.4km away, for local produce and handmade goods. The Style Bar and Love Lane, both 12.9km away, offer a unique shopping experience with family-friendly vibes. If you're up for a drive, check out nearby malls for more options.

Recreation

Goldsmith's Inlet Park offers a tranquil retreat with scenic views and calming vibes, perfect for relaxation. Noyac Golf Club provides a vibrant outdoor atmosphere for golf enthusiasts, while Shelter Island Whale's Tail mini-golf promises family fun and adventure in a lively setting.

Adventure

Splish Splash Water Park is an exhilarating waterpark 30.6km from Southold, offering thrilling slides and family-friendly attractions for a splashing good time. For motor racing enthusiasts, Riverhead Raceway, 29.0km away, provides an adrenaline-pumping experience with exciting races. Enjoy the scenic views on the Walking Dunes Trailhead, located 33.8km from Southold, perfect for hiking and outdoor adventures.

Nightlife

Experience the charm of Southold's nightlife with a visit to the Greenport Carousel for a whimsical family outing. For a more romantic evening, catch a show at Bay Street Theatre or Guild Hall, both offering a blend of entertainment and culture just a short drive away.

*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 between January and March for lower accommodation rates. Tuesdays are typically the cheapest days to stay, while Saturdays are the priciest. Use Expedia to compare hotel prices and find exclusive discounts, and don’t forget to explore eco-certified options for sustainable stays. You can maximize savings by booking a package that combines flights, hotels, and activities. Additionally, look for free activities in the area to enhance your experience without overspending.

  • 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 specify your budget, desired location, and additional preferences. You can arrange the results to display prices from lowest to highest, making it easy to find the most affordable hotels right away. Additionally, you have the option to refine your search by hotel type; for instance, by selecting the Eco-certified filter, you'll discover sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Southold hotel reservation with your flights and activities when you book an Expedia package.

Find the best attractions near Southold

Southold is perfect for a romantic getaway or an outdoor adventure, boasting beautiful beaches, urban parks, and fascinating history museums. Visitors can immerse themselves in the local culture while enjoying a variety of outdoor experiences. Whether you're looking to relax by the beach or explore the area's rich history, Southold offers a delightful mix of attractions that cater to all types of travelers.

  • 67 Steps Beach: Enjoy the serene beach vibes at 67 Steps Beach, located 8.0km from Southold. This charming beach offers a unique experience with its picturesque steps leading down to the sandy shores, perfect for sunbathing, swimming, or simply relaxing by the waves.
  • Railroad Museum of Long Island: Immerse yourself in local culture at the Railroad Museum of Long Island, just 6.4km away. Discover the rich history of railroads in the region through fascinating exhibits, vintage trains, and interactive displays that appeal to all ages.
  • Sag Harbor Marine Park: Adventure awaits at Sag Harbor Marine Park, located 12.9km from Southold. This marina offers thrilling outdoor activities, including kayaking, fishing, and beachcombing, all while surrounded by stunning natural beauty.

Best time to go to Southold

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

When planning your vacation to Southold, New York, you'll find several major airports nearby. Islip, NY (ISP-MacArthur) is 64.4km away, with good hotel options like the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport. New Haven, CT (HVN-Tweed - New Haven Regional) is 45.1km from Southold, featuring the 4-star Omni New Haven Hotel at Yale and The Blake Hotel, both 4.8km away. East Hampton, NY (HTO) is the closest, located 19.3km away, with luxurious options like the 5-star Mill House Inn and the 4.5-star Topping Rose House, each just a short drive from the airport.

Frequently asked questions

Where is the best place to stay in Southold?
The Shoals Suites and Slips is one of the top choices for your stay based on our traveler data. This hotel offers a restaurant and private balconies. Vine & Sand is another good option for your visit. See all available top hotels, or vacation rentals in Southold.
What's the top vacation rental in Southold?
Perfect Waterfront Family Vacation Home next to the best vineyards in NY!: This highly rated vacation home rental in Southold is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all vacation rentals in Southold.
If I need to cancel my hotel reservation in Southold, will I receive a refund?
Yes, the majority of room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Southold.
Where can I learn more about changing or cancelling my trip to Southold?
To access more information about rescheduling or cancelling your trip to Southold, head over to our customer service page.
What's the best pet-friendly accommodation in Southold?
White Blossom House Inn is a top hotel for people traveling with their pets, and offers free use of bicycles and in-room kitchens for its human guests. See more pet-friendly hotel accommodations in Southold.
Where is the best hotel to stay near Sparkling Pointe?
White Blossom House Inn is one of the top choices for your stay based on our traveler data, and this hotel offers free parking and private patios. It's located just a short 0.9 mi (1.4 km) from Sparkling Pointe.
What about the best place to stay close to Mattebella Vineyards?
One of the top choices for your stay is White Blossom House Inn, located a short 0.7 mi (1.1 km) from Mattebella Vineyards, and this hotel offers free parking and private patios.
What are some accommodations with pools in Southold?
Vine & Sand: Offers buffet, a seasonal outdoor pool, and free self parking. Sound View Greenport and The Atlantic Hotel are a couple of other choices that feature an onsite pool. View all hotels with pools in Southold.
What's the best place to stay near John F. Kennedy International Airport (JFK)?
Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.
What's it like to stay in Southold?
Visitors can enjoy all that Southold has to offer including the wineries, beaches, and gardens. Tourists can also enjoy the city's football games and monuments. In Southold, there are 139 hotels and other accommodations to choose from. Find out more about Southold.
What should I see while I'm in Southold?
The picturesque setting of McCabe's Beach and Horton Lane Beach exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Croteaux Vineyards and Sparkling Pointe. Check out what more to see and do in Expedia's Southold guide.
How should I get around Southold?
To see more of the larger area, hop aboard a train at Southold Station. If you want to venture out around the area, you may want a rental car in Southold for your journey.
What's the weather like in Southold?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches.