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

Southold Hotels from S$112

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Check prices for these dates

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

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Our top choices for Southold hotels

1. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Masayo
S$291
includes taxes & fees
26 Oct - 27 Oct
The Shoals Suites and Slips

2. Sound View Greenport

Sound View Greenport
Greenport
United States
Christine
S$272
includes taxes & fees
22 Nov - 23 Nov
Sound View Greenport

3. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Antrii
S$250
includes taxes & fees
24 Nov - 25 Nov
The Harbor Front Inn

4. Zey Hotel

Zey Hotel
Greenport
United States
Renee
S$192
includes taxes & fees
26 Oct - 27 Oct
Zey Hotel

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Gaurav
S$343
includes taxes & fees
1 Nov - 2 Nov
Silver Sands Motel & Beach Bungalows

6. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
William
S$389
includes taxes & fees
12 Nov - 13 Nov
Cliffside Resort Condominiums

7. The Chequit

The Chequit
The Heights
United States
Patrick
S$230
includes taxes & fees
19 Nov - 20 Nov
The Chequit

8. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
S$294
includes taxes & fees
25 Oct - 26 Oct
Shelter Island House

9. House on Chase Creek

House on Chase Creek
The Heights
United States
Tracey
S$270
includes taxes & fees
2 Nov - 3 Nov
House on Chase Creek

10. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Armando
S$210
includes taxes & fees
31 Oct - 1 Nov
The Bentley Hotel Southampton

11. Oyster Estate

Oyster Estate
Greenport
United States
Allison
S$350
includes taxes & fees
24 Nov - 25 Nov
Oyster Estate

12. North Fork Resort

North Fork Resort
Greenport
United States
Altynai
S$448
includes taxes & fees
24 Nov - 25 Nov
North Fork Resort

13. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
S$417
includes taxes & fees
25 Oct - 26 Oct
American Beech Hotel

14. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
S$320
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn

15. The Menhaden

The Menhaden
Greenport
United States
Daniel
S$531
includes taxes & fees
8 Nov - 9 Nov
The Menhaden

16. Shorewood Inn

Shorewood Inn
Riverhead
United States
Dennis
S$150
includes taxes & fees
25 Oct - 26 Oct
Shorewood Inn

17. The Atlantic Hotel

The Atlantic Hotel
Southampton
United States
miranda
S$188
includes taxes & fees
28 Oct - 29 Oct
The Atlantic Hotel

18. Hamlet Inn

Hamlet Inn
Southampton
United States
Eric
S$192
includes taxes & fees
6 Nov - 7 Nov
Hamlet Inn

19. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Thomas
S$553
includes taxes & fees
24 Nov - 25 Nov
Faraway Sag Harbor

20. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
United States
james
S$231
includes taxes & fees
25 Oct - 26 Oct
Ocean View Terrace Inn
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Hotels recommended for families in Southold

Sound View Greenport

Sound View Greenport
Greenport
S$272
includes taxes & fees
22 Nov - 23 Nov
Sound View Greenport

The Harbor Front Inn

The Harbor Front Inn
Greenport
S$250
includes taxes & fees
24 Nov - 25 Nov
The Harbor Front Inn

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
S$343
includes taxes & fees
1 Nov - 2 Nov
Silver Sands Motel & Beach Bungalows

Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
S$389
includes taxes & fees
12 Nov - 13 Nov
Cliffside Resort Condominiums

The Chequit

The Chequit
The Heights
S$230
includes taxes & fees
19 Nov - 20 Nov
The Chequit

Shelter Island House

Shelter Island House
Shelter Island Heights
S$294
includes taxes & fees
25 Oct - 26 Oct
Shelter Island House

The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
S$210
includes taxes & fees
31 Oct - 1 Nov
The Bentley Hotel Southampton

Oyster Estate

Oyster Estate
Greenport
S$350
includes taxes & fees
24 Nov - 25 Nov
Oyster Estate
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Stay near popular Southold attractions

Sparkling Pointe

8.8/10 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Mรฉthode Champenoise in their Southold vineyard. Savour 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-rosรฉ vineyard offers a taste of Provence in New York's North Fork. Savour 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 personalised 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
A coastal landscape with a white church on a grassy hill, overlooking a sandy beach and the ocean.

Top Southold Hotel Reviews

Zey Hotel

Zey Hotel

10/10 Excellent
"Had a nice stay. Room was very clean. Amenities were nice. We enjoyed our 40th anniversary."
Kathleen 2-night trip
Posted 4 hours ago
Zey Hotel
Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"clean room"
Susan 1-night trip
Posted 6 hours ago
Hyatt Place Long Island East End
Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"Clean rooms parkking easy check in"
Ernesto 1-night trip
Posted 1 day ago
Greenview Inn Riverhead
Faraway Sag Harbor

Faraway Sag Harbor

8/10 Good
"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."
Joan 2-night trip
Posted 2 days ago
Faraway Sag Harbor
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Perfect one day stay. I would stay here again and can recommend it to others."
Pradeep 1-night trip
Posted 2 days ago
The Bentley Hotel Southampton
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"I stayed twice and borh rooms were decorated uniquely. The staff and owners were very nice. Good people"
David 1-night trip
Posted 3 days ago
Pier Blue Inn Old Saybrook - Essex
Sag Harbor Inn

Sag Harbor Inn

10/10 Excellent
"The hotel was beautiful. The room was very spacious and comfortable. The continental breakfast offered many choices, and they had coffee, tea and hot chocolate available 24 hours a day."
Francine 2-night trip
Posted 4 days ago
Sag Harbor Inn
The Harbor Front Inn

The Harbor Front Inn

8/10 Good
"The room was clean and the staff is always wonderful. Parking was a nightmare because of the festival which had nothing to do with the hotel. My only issue is the breakfast , I wish it had a little more so I donโ€™t have to go down the street to get something to eat . Honestly itโ€™s not even an issue we will continue to stay here because it is a very nice hotel"
Barbara 1-night trip
Posted 5 days ago
The Harbor Front Inn
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"We were 4 girls and the room was two bedrooms and another bed also so it accommodated all of us. ๐Ÿ˜Š"
Grace 1-night trip
Posted 5 days ago
The Atlantic Hotel

More cheap stays in Southold

Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
S$112
26 Oct - 27 Oct
includes taxes & fees
Budget Host East End
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
S$120
15 Nov - 16 Nov
includes taxes & fees
8/10 Very good! (1,002 reviews)
Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT
S$142
15 Nov - 16 Nov
includes taxes & fees
Quality Inn Old Saybrook - Westbrook
Greenview Inn Riverhead

Greenview Inn Riverhead

1433 W Main St Riverhead NY
S$155
1 Nov - 2 Nov
includes taxes & fees
7.6/10 Good! (897 reviews)
Greenview Inn Riverhead
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
S$188
28 Oct - 29 Oct
includes taxes & fees
7.2/10 Good! (1,000 reviews)
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
S$210
31 Oct - 1 Nov
includes taxes & fees
9.6/10 Exceptional! (605 reviews)
The Bentley Hotel Southampton

Find out more about Southold

Top reasons to visit Southold

  • Charming Beaches: Southold boasts stunning beaches perfect for relaxation and scenic views.
  • Historical Attractions: Explore the Southold Historical Museum to delve into the area's rich heritage.
  • Winery Tours: Indulge in delightful winery tours showcasing exquisite local wines.
  • Scenic Golf Courses: Enjoy a round of golf amidst picturesque surroundings.
  • Quaint Accommodation: Experience unique stays in charming bed and breakfasts and agritourism properties.

Find great hotels near Southold

Southold offers a delightful selection of accommodation options, perfect for a memorable getaway. From charming agritourism properties to cosy bed and breakfasts, you'll find delightful stays that cater to families and pet lovers alike. With a range of hotel rooms and suites available, Southold ensures you experience both comfort and adventure in this picturesque locale.

  • Sound View Greenport: Sound View Greenport is a charming 3.5-star hotel that offers a delightful seaside experience, located 4.8km from Southold. With a guest rating of 8.4 out of 10, this property is ideal for those seeking a family-friendly, pet-welcoming atmosphere. Guests can enjoy direct access to the beach, making it a perfect spot for sunbathing and leisurely strolls. The hotel provides amenities for children, including free cribs and safety window guards, ensuring a safe environment for families. Pet lovers will appreciate the relaxed pet policy, allowing dogs and cats, with provisions for service animals. The inviting ambience and range of amenities make it a quaint getaway for beach enthusiasts.
  • Sag Harbor Inn: Located 12.9km from Southold, Sag Harbor Inn is a refined 3.5-star hotel, boasting an impressive guest rating of 9.4 out of 10. This establishment caters primarily to business travellers, combining a professional atmosphere with comfortable lodging. Its close proximity to local business hubs and essential amenities ensures that guests have a productive stay. The inn's elegant decor and attentive service create an inviting environment, perfect for unwinding after a long day of meetings. Guests can expect modern comforts alongside a sophisticated charm that enhances their overall experience.
  • The Harbor Front Inn: With a guest rating of 8.8 out of 10, The Harbor Front Inn stands out as a versatile 3.5-star accommodation located 6.4km from Southold. This property offers a unique blend of pet-friendly and business travel options, catering to a diverse clientele. The hotel allows pets, with specific policies ensuring a comfortable stay for furry companions. Guests can enjoy a picturesque waterfront view while benefiting from modern business facilities. The welcoming atmosphere combined with thoughtful amenities makes it an excellent choice for both leisure seekers and professionals alike.

Where to stay near Southold

Southold, New York, offers a delightful blend of outdoor activities and romantic escapes, perfect for family-friendly adventures. Explore the charming scenery, indulge in luxury experiences, and immerse yourself in the area's rich history. Whether you're wandering through the picturesque neighbourhoods or embarking on excursions nearby, Southold's sunny weather and inviting atmosphere make it a splendid destination for every traveller seeking memorable moments in this enchanting region.

  • Hamptons: Situated approximately 16.1km from Southold, the Hamptons are a renowned summer getaway for those seeking sandy beaches and outdoor adventures. This picturesque area experiences a seasonal influx of visitors, with the peak months spanning from June to August. Ideal for couples looking for a romantic escape, the Hamptons offer a variety of activities, including golf courses and skiing venues. Local highlights include pristine family beaches and tranquil lakes, making it a perfect destination for relaxation and recreation.
  • Greenport: Located a mere 6.4km from Southold, Greenport is a charming village that attracts tourists with its outdoor experiences and romantic seaside atmosphere. The area sees a moderate seasonal flow of travellers, peaking during the summer months from June to August. Visitors can enjoy activities like golfing, exploring recreational areas, and attending music concerts. The local attractions, including beautiful beaches and parks, provide ample opportunities for leisurely strolls and picnics, making Greenport an idyllic spot for a day trip or a laid-back weekend getaway.
  • Sag Harbor: Just 12.9km from Southold, Sag Harbor is a quaint village steeped in maritime history and natural beauty. With a seasonal visitor pattern peaking from June to August, it is a favourite among those seeking outdoor adventures and romantic beach outings. Popular activities include golfing and skiing, while the local landmarks feature stunning beaches and serene lakes. Sag Harbor's rich heritage, combined with its charming shops and eateries, offers a delightful blend of relaxation and exploration for all who visit.

Things to do near Southold

Shopping

In Southold, explore local shops offering unique gifts and souvenirs. If you're up for a drive, visit the Tanger Outlets in Riverhead, located about 19.3km away, featuring a range of brand-name stores at discounted prices, perfect for finding that special item to take home.

Recreation

In Southold, the Sound View Greenport offers rejuvenating wellness treatments with stunning views of the Long Island Sound. Nearby, the Retreat at East Wind provides a serene environment for relaxation and yoga sessions, complemented by a full-service spa to enhance your wellness journey.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 29.0km from Southold, where you can feel the adrenaline as you watch exciting races. Alternatively, visit Waterford Speedbowl, situated 43.5km away, for a vibrant atmosphere filled with competitive racing events.

Nightlife

A night in Southold offers a relaxed vibe, perfect for unwinding after a day of exploration. Visit the local taverns for craft beers and live music, or enjoy a quiet evening at a charming wine bar, savouring regional wines under the stars.

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

Find the best attractions near Southold

Southold is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can enjoy the beautiful beaches, explore the Southold Historical Museum, and take in the scenic views of Southold Bay. With a blend of culture, history, and natural beauty, this charming locale offers a variety of attractions that cater to both adventure seekers and those looking for a tranquil escape.

  • 67 Steps Beach: Located 8.0km from Southold, 67 Steps Beach offers a charming escape with its sandy shores and refreshing sea breeze. The beach vibes create a relaxing atmosphere, ideal for sunbathing or leisurely strolls along the coast.
  • Harbes Family Farm: Situated 16.1km away, Harbes Family Farm invites visitors to experience the joys of farm life. Enjoy seasonal activities, fresh produce, and a family-friendly environment, making it a delightful spot for both children and adults.
  • Orient Point County Park: This urban park, located 19.3km from Southold, features spacious outdoor areas perfect for family picnics, nature walks, and recreational activities. Its city and outdoor vibes make it an excellent place to unwind amidst nature.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6ยฐF (2.0ยฐC)Light RainMostly SunnyModerately LowSlightly Low
February35.8ยฐF (2.1ยฐC)Light RainMostly CloudyAverageSlightly Low
March39.7ยฐF (4.3ยฐC)Light RainMostly SunnyAverageSlightly Low
April47.5ยฐF (8.6ยฐC)Light RainMostly SunnyAverageAverage
May55.8ยฐF (13.2ยฐC)Light RainMostly SunnyAverageAverage
June64.9ยฐF (18.3ยฐC)Light RainMostly SunnyModerately HighSlightly High
July73.0ยฐF (22.8ยฐC)Light RainMostly SunnyModerately HighSlightly High
August73.4ยฐF (23.0ยฐC)Light RainMostly SunnyModerately HighSlightly High
September68.2ยฐF (20.1ยฐC)Light RainMostly SunnyAverageAverage
October59.7ยฐF (15.4ยฐC)Light RainMostly SunnyAverageAverage
November49.6ยฐF (9.8ยฐC)Light RainMostly SunnyModerately LowAverage
December42.1ยฐF (5.6ยฐC)Light RainMostly CloudyModerately LowAverage

The nearest major airports for your trip to Southold

Accessing Southold, New York, is convenient via several major airports. John F. Kennedy International Airport (JFK) is situated 123.9km away, with top hotels nearby including The William Vale and Arlo Williamsburg, both 17.7km from the airport. Newark Liberty International Airport (EWR) is 152.9km distant, offering luxurious accommodation options like The Dominick and Four Seasons Hotel New York Downtown, each 14.5km from the airport. LaGuardia Airport (LGA) is 125.5km away, with excellent hotels such as The Plaza, A Fairmont Hotel, and Hilton Club The Quin New York, both within 9.7km. Each airport provides various transport services to ensure a smooth journey to Southold.

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 traveller data. This hotel offers a restaurant and private balconies. Other good choices for your stay in 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, most hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Southold.
What's the best dog-friendly accommodation option in Southold?
White Blossom House Inn is a top hotel for people travelling 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.
What are some accommodation options 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 offer an on-site pool. View all hotels with pools in Southold.
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 accommodation options to choose from. Find out more about Southold.
What should I do while I'm visiting 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 itinerary are Sparkling Pointe and Croteaux Vineyards. Take a look at what more there is to see and do in Expedia's Southold guide.
What's the best way to 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 temperature of 21ยฐC, while the coldest months are January and February, with an average of 3ยฐC. Average annual precipitation for Southold is 1452 mm.

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