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

Find hotels in Southold, NY from NT$3,092

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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$7,722
NT$9,620 total
includes taxes & fees
Nov 3 - Nov 4
The Shoals Suites and Slips

2. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
NT$6,124
NT$7,908 total
includes taxes & fees
Nov 2 - Nov 3
Sound View Greenport

3. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
NT$8,928
NT$10,200 total
includes taxes & fees
Nov 3 - Nov 4
Silver Sands Motel & Beach Bungalows

4. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Antrii
NT$5,707
NT$7,431 total
includes taxes & fees
Nov 3 - Nov 4
The Harbor Front Inn

5. Zey Hotel

Zey Hotel
Greenport
United States
Renee
NT$5,811
NT$6,639 total
includes taxes & fees
Oct 26 - Oct 27
Zey Hotel

6. The Menhaden

The Menhaden
Greenport
United States
Lisa
NT$11,035
NT$13,885 total
includes taxes & fees
Nov 8 - Nov 9
The Menhaden

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
NT$5,389
NT$9,695 total
includes taxes & fees
Nov 1 - Nov 2
Cliffside Resort Condominiums

8. North Fork Resort

North Fork Resort
Greenport
United States
Harold
NT$8,494
NT$9,705 total
includes taxes & fees
Oct 12 - Oct 13
North Fork Resort

9. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
NT$6,417
NT$7,331 total
includes taxes & fees
Oct 12 - Oct 13
Shelter Island House

10. The Chequit

The Chequit
The Heights
United States
Patrick
NT$5,720
NT$6,535 total
includes taxes & fees
Nov 1 - Nov 2
The Chequit

11. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
NT$7,997
NT$10,411 total
includes taxes & fees
Oct 15 - Oct 16
American Beech Hotel

12. Oyster Estate

Oyster Estate
Greenport
United States
Allison
NT$8,280
NT$10,433 total
includes taxes & fees
Nov 8 - Nov 9
Oyster Estate

13. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
NT$6,983
NT$7,978 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn

14. House on Chase Creek

House on Chase Creek
The Heights
United States
Tracey
NT$5,894
NT$6,734 total
includes taxes & fees
Nov 2 - Nov 3
House on Chase Creek

15. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Miguel
NT$12,073
NT$15,173 total
includes taxes & fees
Nov 8 - Nov 9
Faraway Sag Harbor

16. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Frank
NT$4,560
NT$5,209 total
includes taxes & fees
Oct 26 - Oct 27
The Bentley Hotel Southampton

17. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
United States
Susan
NT$4,687
NT$5,355 total
includes taxes & fees
Nov 4 - Nov 5
Hyatt Place Long Island East End

18. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
NT$19,944
NT$22,898 total
includes taxes & fees
Oct 20 - Oct 21
Topping Rose House

19. Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG
Riverhead
United States
LUIS
NT$4,209
NT$4,809 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Riverhead - Long Island by IHG

20. The Preston House & Hotel

The Preston House & Hotel
Riverhead
United States
Esteban
NT$8,110
NT$9,266 total
includes taxes & fees
Nov 2 - Nov 3
The Preston House & Hotel
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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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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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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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Custer Institute and Observatory

Long Island's oldest public observatory invites you to explore the cosmos through powerful telescopes every Saturday night. Enjoy guided stargazing at this historic astronomical sanctuary established in 1927.
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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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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
Horton Point Lighthouse, Southold Long Island New York as seen from above.

Top Southold Hotel Reviews

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

10/10 Excellent
"The hotel is not new but was clean and everything worked well. The staff was very friendly and helpful. Breakfast was excellent and the hotel price was very reasonable."
Edward 1-night trip
Posted less than an hour ago
Quality Inn Old Saybrook - Westbrook
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"We had a fantastic stay here. It was beautiful, clean and the staff was excellent. We will be back."
Jennifer L 1-night trip
Posted 6 hours ago
Water's Edge Resort & Spa
Shorewood Inn

Shorewood Inn

8/10 Good
"I’ve stayed few times in the past and it’s a really nice place to stay. Only thing I’m dislike about the room is the small bathroom/shower space. Shower stall is so small that I don’t know how bigger/taller person can take a shower… but other than that, room, cleanses, location are superb. I’ll stay again."
Yutaka 1-night trip
Posted 6 hours ago
Shorewood Inn
Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Parking wasn’t convenient."
Carl 1-night trip
Posted 2 days ago
Hyatt Place Long Island East End
The Hampton Maid

The Hampton Maid

10/10 Excellent
"excellent stay...staff was friendly. will stay here again."
Joshua 1-night trip
Posted 3 days ago
The Hampton Maid
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"The rooms have recently been renovated and are very well designed."
Frank 1-night trip
Posted 3 days ago
The Bentley Hotel Southampton
The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Great hotel with friendly staff, clean and comfortable rooms, and excellent service — I really enjoyed my stay!"
Antrii 1-night trip
Posted 3 days ago
The Harbor Front Inn
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

10/10 Excellent
"This hotel was clean, comfy and reasonably priced. Everything worked out well virtually checking in and was perfect for our one night stay. Parking was a little nerve racking since there was no parking on the premise but the street parking worked out well reading the street signs and moving the car when necessary."
Richard 1-night trip
Posted 5 days ago
Hampton Bays Hotel on Main
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"The staff were all great, the food from food truck was delicious, check in was quick!"
Jena 1-night trip
Posted 8 days ago
The Shoals Suites and Slips

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$2,689
NT$3,092 total
Nov 5 - Nov 6
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
NT$2,838
NT$3,242 total
Oct 11 - Oct 12
includes taxes & fees
Budget Host East End
Greenview Inn Riverhead

Greenview Inn Riverhead

1433 W Main St Riverhead NY
NT$3,667
NT$4,190 total
Nov 1 - Nov 2
includes taxes & fees
Greenview Inn Riverhead
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
NT$3,421
NT$4,707 total
Oct 28 - Oct 29
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
NT$4,560
NT$5,209 total
Oct 26 - Oct 27
includes taxes & fees
9.6/10 Exceptional! (596 reviews)
The Bentley Hotel Southampton
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
NT$6,744
NT$7,705 total
Oct 13 - Oct 14
includes taxes & fees
9.2/10 Wonderful! (799 reviews)
The Hampton Maid

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 Water's Edge Resort & Spa. 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?
Water's Edge Resort & Spa: Features a seasonal outdoor pool, an indoor pool, and a private beach. 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 141 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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