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

Southold Hotels from S$103

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Our top choices for Southold hotels

1. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (303 reviews)
"It is a beautiful upscale property. The rooms are very comfortable & had all the amenities you needed. Very good location making it accessible for anything you wanted to do in the area."
United States
Sue
The price is S$580
includes taxes & fees
3 Aug - 4 Aug
The Shoals Suites and Slips

2. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (667 reviews)
"Location was the best. Enjoyed using the pool. View from the room of the Long Island sound was incredible. We had dinner at Haylard restaurant. On the premises and it was delicious."
United States
rosemary
The price is S$564
includes taxes & fees
12 Aug - 13 Aug
Sound View Greenport

3. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (361 reviews)
"Great atmosphere, lovely hotel! We had a great time."
United States
Luis
The price is S$358
includes taxes & fees
6 Aug - 7 Aug
Zey Hotel

4. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (275 reviews)
"Comfortable and clean, and the beach location is amazing. The sunset was spectacular. We will definitely come back again!"
United States
Suzanne
The price is S$436
includes taxes & fees
2 Aug - 3 Aug
Cliffside Resort Condominiums

5. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (95 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is S$1,089
includes taxes & fees
16 Aug - 17 Aug
The Pridwin Hotel

6. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (37 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is S$727
includes taxes & fees
10 Aug - 11 Aug
North Fork Resort

7. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (42 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
The price is S$539
includes taxes & fees
26 Aug - 27 Aug
The Chequit

8. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (632 reviews)
"Very nice property/staff and a great location"
United States
David
The price is S$642
includes taxes & fees
25 Aug - 26 Aug
The Harbor Front Inn

9. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (61 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is S$466
includes taxes & fees
13 Aug - 14 Aug
Shelter Island House

10. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,008 reviews)
"parking was fine and room was basic but clean. would book here again."
United States
Nancy
The price is S$103
includes taxes & fees
27 Jul - 28 Jul
Pier Blue Inn Old Saybrook - Essex

11. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (325 reviews)
"It was a nice motor lodge with chairs for sitting outside. There’s also a pool out back that was great."
United States
David
The price is S$137
includes taxes & fees
27 Jul - 28 Jul
Clinton Motel

12. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very good, (42 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is S$462
includes taxes & fees
27 Jul - 28 Jul
West Neck Guesthouse

13. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (782 reviews)
"Parking was easy. The grounds and room were clean. It was 5 minutes away from the Jamesport Triathlon."
United States
Diane
The price is S$240
includes taxes & fees
28 Jul - 29 Jul
Shorewood Inn

14. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (185 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is S$777
includes taxes & fees
29 Jul - 30 Jul
The Menhaden

15. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (160 reviews)
"Amazing!"
United States
Joseph
The price is S$1,108
includes taxes & fees
29 Jul - 30 Jul
Silver Sands Motel & Beach Bungalows

16. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (203 reviews)
"The hotel doesn’t reception doesn’t open till 9am. For early risers we had to leave the hotel just to get coffee. 9am is unheard of for a hotel"
United States
kerri
The price is S$699
includes taxes & fees
29 Jul - 30 Jul
American Beech Hotel

17. Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (169 reviews)
"Very nice place to stay while in the area."
United States
Michael
The price is S$157
includes taxes & fees
9 Aug - 10 Aug
Spark by Hilton Guilford

18. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (246 reviews)
"The Lamplighter is the place I always stay at when I am in this section of Connecticut. It has Clean Rooms, Comfortable Beds, Good Working Air-conditioning, plenty of Hot Water for the Shower, a Low Price, Friendly Staff, Microwaves and Refrigerators, close to the Highway, walking distance to a Great Restaurant ( the Log Cabin). I'm already looking forward to my Return."
United States
Steven
The price is S$117
includes taxes & fees
27 Jul - 28 Jul
Lamplighter Motel - Clinton, Connecticut

19. Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.4 out of 10, Good, (94 reviews)
"Property was new and excellently maintained. Confusing check-in for less computer savvy seniors. No parking a big bummer. Excellent downtown location. We would recommend with these considerations."
United States
Deborah
The price is S$202
includes taxes & fees
11 Aug - 12 Aug
Hampton Bays Hotel on Main

20. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (484 reviews)
"Nice place , served it's purpose. Bed was very comfortable."
United States
Kenneth
The price is S$120
includes taxes & fees
2 Aug - 3 Aug
Econo Lodge Inn & Suites Old Saybrook Westbrook
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Southold attractions

Learn more about Southold

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

A pebbled beach at sunset with the sun reflecting on the water.
Photo by Benny Goh
Open Photo by Benny Goh

Top Southold Hotel Reviews

More cheap stays in Southold

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
January35.6°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

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 private balconies and a bar. Other good choices for your stay in 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, 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?
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 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. A top sight in the area is The Hamptons Beaches. 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. Additionally, you'll find The Hamptons Beaches in the area. 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 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Southold is 1452 mm.

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