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

Find hotels in Southold, NY from NT$2,841

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Our top choices for Southold hotels

1. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
NT$7,672
NT$9,557 total
includes taxes & fees
Oct 1 - Oct 2
The Shoals Suites and Slips

2. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
NT$17,571
NT$22,082 total
includes taxes & fees
Sep 13 - Sep 14
The Pridwin Hotel

3. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sol
NT$12,490
NT$14,269 total
includes taxes & fees
Sep 21 - Sep 22
Silver Sands Motel & Beach Bungalows

4. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
NT$9,550
NT$13,729 total
includes taxes & fees
Sep 21 - Sep 22
Cliffside Resort Condominiums

5. Zey Hotel

Zey Hotel
Greenport
United States
shaun
NT$6,403
NT$7,315 total
includes taxes & fees
Sep 7 - Sep 8
Zey Hotel

6. The Menhaden

The Menhaden
Greenport
United States
Lisa
NT$13,910
NT$17,159 total
includes taxes & fees
Sep 2 - Sep 3
The Menhaden

7. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
NT$10,501
NT$11,997 total
includes taxes & fees
Sep 15 - Sep 16
Sag Harbor Inn

8. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
United States
Yuanfen
NT$7,370
NT$9,022 total
includes taxes & fees
Sep 14 - Sep 15
Water's Edge Resort & Spa

9. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
NT$10,159
NT$11,607 total
includes taxes & fees
Sep 7 - Sep 8
North Fork Resort

10. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Michael
NT$8,212
NT$10,287 total
includes taxes & fees
Oct 1 - Oct 2
The Harbor Front Inn

11. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
NT$2,289
NT$5,329 total
includes taxes & fees
Sep 30 - Oct 1
Sound View Greenport

12. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
NT$10,000
NT$11,425 total
includes taxes & fees
Sep 13 - Sep 14
Shelter Island House

13. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Theresa
NT$3,204
NT$3,685 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn Old Saybrook - Westbrook

14. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
United States
Veronica
NT$6,292
NT$7,189 total
includes taxes & fees
Sep 9 - Sep 10
Hyatt Place Long Island East End

15. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
NT$10,292
NT$12,967 total
includes taxes & fees
Sep 7 - Sep 8
Oyster Estate

16. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
Old Saybrook Center
United States
Florence
NT$11,689
NT$14,551 total
includes taxes & fees
Sep 3 - Sep 4
Saybrook Point Resort & Marina

17. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
NT$7,769
NT$8,876 total
includes taxes & fees
Sep 14 - Sep 15
House on Chase Creek

18. Head of Pond House

Head of Pond House
Water Mill
United States
Liz
NT$59,299
NT$67,750 total
includes taxes & fees
Sep 9 - Sep 10
Head of Pond House

19. The Chequit

The Chequit
The Heights
United States
Kathleen
NT$9,266
NT$10,586 total
includes taxes & fees
Sep 8 - Sep 9
The Chequit

20. Clinton Motel

Clinton Motel
Clinton
United States
Selena
NT$2,471
NT$2,841 total
includes taxes & fees
Sep 2 - Sep 3
Clinton Motel
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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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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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Horton Point Park

9.4/10 (3 reviews)
This 1857 lighthouse stands sentinel over Long Island Sound, housing a nautical museum filled with maritime artifacts. Climb to the top for panoramic views, then follow the nature trail to the peaceful rocky beach below.
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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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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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Corey Creek Winery

9.6/10 (5 reviews)
This boutique North Fork vineyard crafts innovative wines like White Cabernet Franc using indigenous yeasts. Savor sustainable vintages on their elevated deck with bay views while enjoying live music and lawn games.
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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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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

Zey Hotel

Zey Hotel

10/10 Excellent
"The staff was very helpful and courteous."
RYAN 1-night trip
Posted 3 hours ago
Zey Hotel
Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Y"
Victoria 2-night trip
Posted 8 hours ago
Hyatt Place Long Island East End
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"A well thought out space. Staff is welcoming and helpful. The Room met our expectations. They even offer a beach pass for the Southampton town beach!"
Victoria 1-night trip
Posted 10 hours ago
The Bentley Hotel Southampton
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Rooms were newly renovated. Love this place"
Florence 1-night trip
Posted 10 hours ago
Saybrook Point Resort & Marina
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

10/10 Excellent
"Everything was fine foe an overnight. Weird smell throughout the building."
Shannon 1-night trip
Posted 12 hours ago
Quality Inn Old Saybrook - Westbrook
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Pleasant one night stay in our trek"
Carolyn 2-night trip
Posted 12 hours ago
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

10/10 Excellent
"Always a nice place and staff. Property dated a bit but always clean."
Gerard M 1-night trip
Posted 13 hours ago
Budget Host East End
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"Loved everything about our stay!"
Melissa 2-night trip
Posted 1 day ago
The Shoals Suites and Slips
The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"My family visited this hotel and were very pleased with our decision. Right in the heart of Greenport and minute walk to everything. Will plan to stay here again."
Michael 1-night trip
Posted 2 days ago
The Harbor Front Inn

More cheap stays in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
NT$2,900
NT$3,335 total
Sep 2 - Sep 3
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
NT$3,557
NT$4,064 total
Sep 2 - Sep 3
includes taxes & fees
6.8/10 (871 reviews)
Budget Host East End
Greenview Inn Riverhead

Greenview Inn Riverhead

1433 W Main St Riverhead NY
NT$3,643
NT$4,163 total
Sep 2 - Sep 3
includes taxes & fees
Greenview Inn Riverhead
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
NT$4,533
NT$5,971 total
Oct 1 - Oct 2
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
NT$4,815
NT$6,293 total
Sep 15 - Sep 16
includes taxes & fees
9.6/10 Exceptional! (573 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
NT$6,514
NT$7,442 total
Sep 8 - Sep 9
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Holiday Inn Express & Suites Riverhead - Long Island by IHG

Hotels in Southold with star-rating

Find out more about Southold

Top reasons to visit Southold

  • Scenic Beaches: Southold boasts beautiful beaches perfect for relaxation and outdoor activities.
  • Vineyard Tours: Explore nearby vineyards and indulge in wine tastings for a delightful experience.
  • Outdoor Activities: Enjoy golfing and recreational areas that cater to adventure enthusiasts.
  • Historical Sites: Visit the Southold Historical Museum to immerse yourself in local history and culture.
  • Charming Neighborhoods: Discover quaint neighborhoods that showcase the area's rich heritage and luxury experiences.

Find great hotels near Southold

Experience the charm of Southold, New York, with a variety of accommodation options to suit every traveler. From pet-friendly hotels to family-friendly suites, you’ll find the perfect place to unwind after a day of adventure. Discover the best Southold hotels that offer comfort and unique agritourism experiences, ensuring a memorable stay in this picturesque destination.

  • Sound View Greenport: Situated just a short drive from Southold, Sound View Greenport offers a delightful beachside retreat that caters to families and pet owners alike. With a guest rating of 8.4 out of 10, this 3.5-star hotel provides direct access to the beach, making it ideal for those seeking sun and sand. The property is well-equipped with amenities for children, including complimentary cribs and safety features like window guards. Pet-friendly policies allow dogs and cats, ensuring no family member is left behind. Whether you’re enjoying a beach day or exploring the local area, this hotel offers a relaxing atmosphere for all.
  • Sag Harbor Inn: Located 13km from Southold, the Sag Harbor Inn is a sophisticated choice for business travelers, boasting a stellar guest rating of 9.4 out of 10. This 3.5-star lodging is perfect for professionals seeking a convenient and comfortable stay while conducting business in the Hamptons. The inn features well-appointed rooms and a tranquil ambiance, making it an ideal place to unwind after a busy day. Its proximity to local dining and entertainment options enhances the overall experience for guests looking to balance work and leisure.
  • The Harbor Front Inn: Just 6km from Southold, The Harbor Front Inn provides a charming blend of business and leisure accommodations with a guest rating of 8.8 out of 10. This 3.5-star property welcomes pets, allowing your furry companions to join you during your stay. With essential business amenities and a picturesque waterfront location, guests can enjoy both productivity and relaxation. The inn's comfortable rooms and welcoming atmosphere make it a convenient choice for those traveling for work or leisure in the area.

Where to stay near Southold

Discover the charm of Southold, New York, where outdoor adventures meet romantic escapes. Enjoy family-friendly activities and sunny weather while exploring the scenic beauty of nearby vineyards and beaches. Don't miss the quaint neighborhoods that offer a glimpse into the area's rich history and luxury experiences. From local excursions to breathtaking landscapes, Southold promises an unforgettable vacation filled with delightful moments and beautiful surroundings.

  • Hamptons: Located approximately 16km from Southold, the Hamptons are a renowned getaway known for their beautiful beaches and upscale atmosphere. This picturesque area attracts visitors primarily during the summer months, offering a range of outdoor activities, from golf courses to scenic beach outings. Whether you're seeking a romantic escape or a fun family day at the beach, the Hamptons provide a perfect backdrop with local landmarks such as family-friendly beaches and serene lakes. With its charming villages and vibrant arts scene, a trip to the Hamptons promises a memorable travel experience.
  • Greenport: Just 6km from Southold, Greenport is a quaint village that embodies the charm of the North Fork. This seasonal destination peaks with visitors from June to August, drawing those eager to explore its outdoor offerings and romantic settings. Greenport boasts beautiful parks, family beaches, and a lively waterfront filled with boutique shops and restaurants. Enjoying a music concert or spending a day at the recreational areas enriches the experience of this delightful community. Greenport's quaint allure makes it a must-visit for a leisurely day trip.
  • Sag Harbor: About 13km away from Southold, Sag Harbor is a historic village that combines maritime charm with artistic flair. With a moderate influx of visitors from June to August, Sag Harbor is perfect for those looking to experience outdoor adventures and romantic strolls along the waterfront. The area is home to beautiful beaches, lakes, and a variety of golf courses. Enjoy a leisurely day exploring the quaint shops and galleries or unwind at one of the scenic beaches. Sag Harbor's unique blend of history and nature makes it an enchanting stop on your vacation.

Things to do near Southold

Shopping

In Southold, you can explore local shops and boutiques offering unique gifts and souvenirs. If you're up for a drive, visit the Tanger Outlets in Riverhead for brand-name stores and great deals, or head to the nearby Greenport Village for charming shops and artisanal goods.

Recreation

In Southold, the Sound View Greenport offers yoga sessions with ocean views and spa treatments utilizing local ingredients. Nearby, the East End Wellness Center provides holistic therapies and wellness workshops, fostering relaxation and rejuvenation amid a tranquil atmosphere.

Adventure

Experience the thrill of racing at Riverhead Raceway, located 29km from Southold, where excitement meets speed. For another adrenaline rush, head to Waterford Speedbowl, 43km away, and enjoy the competitive atmosphere and vibrant motorsport community.

Nightlife

In Southold, The Shoppes at East Wind features cozy bars and live music, creating a relaxed ambiance. Nearby, the Southold Historical Society occasionally hosts events with local flair, offering a glimpse into the community's culture and charm, making for a delightful evening out.

*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. Booking your stay on a Tuesday can also help you secure better rates. Use Expedia's search tool to compare room rates and find eco-friendly accommodations. For additional savings, consider bundling your hotel stay with flights and activities through an Expedia package. Look for exclusive discounts and refine your search by hotel type to maximize your budget while enjoying everything Southold has to offer.

  • 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 makes it easy to find accommodations that fit your budget and preferred location. You can arrange your results to display prices from lowest to highest, ensuring you spot the most affordable hotels right away. Additionally, you have the option to refine your search by hotel type. For instance, if you check the Eco-certified filter, you’ll discover sustainable and eco-friendly hotels ready for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Southold with your flights and activities through an Expedia package.

Find the best attractions in and around Southold

Southold, New York, is perfect for a romantic and outdoor-themed vacation, offering a blend of entertainment and culture. Visitors can explore beautiful beaches, urban parks, and the Southold Historical Museum, immersing themselves in local history. Don't miss the stunning views at Southold Bay, making it an ideal destination for those seeking relaxation and outdoor experiences.

  • Horton Lane Beach: Enjoy the laid-back beach vibes at Horton Lane Beach, where you can relax on the sandy shores and take in the beautiful coastal views. It's a great spot for sunbathing and enjoying the tranquil atmosphere.
  • Orient Point County Park: Located 19km from Southold, this urban park offers a delightful mix of city and outdoor experiences. Perfect for families, you can explore walking trails, picnic areas, and scenic views of the waterfront.
  • Horton Point Park: Visit the historic lighthouse at Horton Point Park, where you can immerse yourself in the local culture and history. The stunning views of the Long Island Sound make it a great spot for photography and reflection.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Traveling to Southold, New York, is convenient with three major airports nearby. John F. Kennedy International Airport (JFK) is 124km away, offering luxurious hotel options like The William Vale and Arlo Williamsburg, both 18km from the airport. Newark Liberty International Airport (EWR) is 153km away, with top-rated hotels such as The Dominick and Four Seasons Hotel New York Downtown located 14km from it. LaGuardia Airport (LGA) is 126km from Southold, featuring upscale accommodations like Hilton Club The Quin and The Plaza, A Fairmont Hotel, both within 10km. Each airport provides accessible transportation to their respective hotels.

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. Other good choices for your trip to the area are Pier Blue Inn Old Saybrook - Essex and Sound View Greenport. See all available top hotels, or 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?
Sound View Greenport: Provides a private beach, a seasonal outdoor pool, and 2 bars. Water's Edge Resort & Spa 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 143 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 Sparkling Pointe and Croteaux Vineyards. 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.

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