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

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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, (310 reviews)
"Great stay"
United States
Connor
The price is ā‚©535,378
ā‚©647,669 total
includes taxes & fees
Aug 30 - Aug 31
The Shoals Suites and Slips

2. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (277 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 ā‚©485,247
ā‚©683,013 total
includes taxes & fees
Aug 5 - Aug 6
Cliffside Resort Condominiums

3. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,000 reviews)
"Very friendly staff, easy parking, great breakfast, and clean towels and beds made daily. Great place to stay."
United States
John
The price is ā‚©170,136
ā‚©195,657 total
includes taxes & fees
Aug 25 - Aug 26
Quality Inn Old Saybrook - Westbrook

4. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (633 reviews)
"Very nice property/staff and a great location"
United States
David
The price is ā‚©595,080
ā‚©753,909 total
includes taxes & fees
Aug 31 - Sep 1
The Harbor Front Inn

5. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (363 reviews)
"Fantastic location and hugely helpful staff. I would absolutely stay again."
United States
Alex
The price is ā‚©349,920
ā‚©399,782 total
includes taxes & fees
Aug 31 - Sep 1
Zey Hotel

6. Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (172 reviews)
"Very nice place to stay while in the area."
United States
Michael
The price is ā‚©152,323
ā‚©175,171 total
includes taxes & fees
Aug 30 - Aug 31
Spark by Hilton Guilford

7. 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 ā‚©973,555
ā‚©1,223,511 total
includes taxes & fees
Aug 31 - Sep 1
The Pridwin Hotel

8. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (672 reviews)
"Beautiful location, adequate facility and room to enjoy location"
United States
Dan
The price is ā‚©1,460,705
ā‚©1,792,473 total
includes taxes & fees
Aug 21 - Aug 22
Sound View Greenport

9. 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, (1,004 reviews)
"parking was fine and room was basic but clean. would book here again."
United States
Nancy
The price is ā‚©149,688
ā‚©172,138 total
includes taxes & fees
Aug 25 - Aug 26
Pier Blue Inn Old Saybrook - Essex

10. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (62 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 ā‚©455,400
ā‚©520,301 total
includes taxes & fees
Aug 13 - Aug 14
Shelter Island House

11. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (653 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is ā‚©734,283
ā‚©838,917 total
includes taxes & fees
Aug 3 - Aug 4
Sag Harbor Inn

12. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (326 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 ā‚©128,160
ā‚©147,384 total
includes taxes & fees
Aug 30 - Aug 31
Clinton Motel

13. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (786 reviews)
"The room was beautiful,clean and had a mini stove, fridge, microwave, and walk in closet. The property was very quiet and close to the local beach, restaurants, vineyards and 2 farms. Perfect lovers getaway or girl trip outing."
United States
Denise
The price is ā‚©234,446
ā‚©267,840 total
includes taxes & fees
Aug 4 - Aug 5
Shorewood Inn

14. 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 ā‚©113,760
ā‚©130,824 total
includes taxes & fees
Aug 4 - Aug 5
Lamplighter Motel - Clinton, Connecticut

15. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (273 reviews)
"Loved the beautiful porch and closeness to beach. The bed and linens were so comfortable."
United States
Judith
The price is ā‚©336,843
ā‚©373,895 total
includes taxes & fees
Aug 4 - Aug 5
The Captain Stannard

16. Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,001 reviews)
"Wonderful hotel!"
United States
Anthony
The price is ā‚©364,320
ā‚©416,236 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Place Long Island East End

17. Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End
3.0 star property
Riverhead
9.0 out of 10, Wonderful, (1,000 reviews)
"The hotel was very clean and the staff was super friendly and helpful!"
United States
Alessandra
The price is ā‚©336,270
ā‚©384,189 total
includes taxes & fees
Aug 27 - Aug 28
Residence Inn by Marriott New York Long Island East End

18. Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (936 reviews)
"Good area and served purpose for the price. Rooms could use some cosmetic updates."
United States
Stephanie
The price is ā‚©123,120
ā‚©145,843 total
includes taxes & fees
Aug 2 - Aug 3
Super 8 by Wyndham Old Saybrook

19. 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 ā‚©115,963
ā‚©133,357 total
includes taxes & fees
Aug 13 - Aug 14
Econo Lodge Inn & Suites Old Saybrook Westbrook

20. Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.4 out of 10, Good, (95 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 ā‚©243,778
ā‚©278,517 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Bays Hotel on Main
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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

  • Stunning Beaches: Southold boasts beautiful beaches perfect for relaxing and enjoying picturesque sunsets.
  • Vineyard Tours: Experience local culture through delightful vineyard tours, sampling exquisite wines.
  • Outdoor Activities: Enjoy a range of outdoor adventures, including golf and recreational areas.
  • Rich History: Explore the Southold Historical Museum and nearby towns for a glimpse into the area's past.
  • Charming Accommodations: Choose from diverse lodging options, including pet-friendly and family-oriented stays.

Find great hotels near Southold

Discover the charm of Southold, New York, where a variety of hotel accommodations await you. Whether you're seeking adventure, a pet-friendly stay, or a family vacation experience, Southold offers an array of options, including agritourism properties and hotels designed for every type of traveler. Explore the best Southold hotels to find the perfect room or suite that suits your needs and enhances your getaway.

  • Sound View Greenport: Located only 5km from Southold, Sound View Greenport is a charming 3.5-star hotel offering a delightful beach experience. With a guest rating of 8.4 out of 10, this property is ideal for families and business travelers alike. The hotel features direct beach access, allowing guests to soak up the sun and enjoy ocean activities right at their doorstep. Families will appreciate the thoughtful amenities for children, including free cribs and Window Guards for safety. Combining a picturesque setting with convenient amenities, Sound View Greenport is a great choice for those seeking a relaxed getaway.
  • Sag Harbor Inn: Situated 13km from Southold, Sag Harbor Inn boasts a stellar 9.4 out of 10 guest rating, making it a prime choice for business travelers. This 3.5-star property offers a sophisticated atmosphere with a focus on comfort and convenience. Guests can expect well-appointed rooms that cater to a professional environment, perfect for those traveling for work. The inn's location puts you near the charming village of Sag Harbor, providing easy access to local dining and shopping options. Sag Harbor Inn blends classic hospitality with modern amenities for a refined stay.
  • The Harbor Front Inn: Just 6km from Southold, The Harbor Front Inn stands out with its blend of business-friendly accommodations and pet-friendly policies, earning a solid guest rating of 8.8 out of 10. This 3.5-star hotel allows pets with specific policies, making it an excellent choice for travelers who want to bring their furry friends along. The property offers comfortable rooms with beautiful views, as well as convenient access to local attractions. With its welcoming atmosphere and accommodating services, The Harbor Front Inn provides a unique experience for both business and leisure travelers.

Where to stay near Southold

Southold, New York, offers a delightful blend of outdoor adventures and romantic getaways. With its charming scenery and family-friendly atmosphere, visitors can enjoy sunny weather while exploring local vineyards and beautiful beaches. Nearby towns add historical richness and luxury experiences, making it a perfect base for excursions. Discover the unique charm of Southold as you immerse yourself in its vibrant community and stunning landscapes, ensuring an unforgettable vacation experience.

  • Hamptons: Located 16km from Southold, the Hamptons are famous for their stunning beaches and vibrant outdoor scene. This upscale destination attracts a seasonal influx of visitors, peaking from June to August. Ideal for couples seeking a romantic getaway, the Hamptons offer a variety of activities, including golf courses and ski fields for those who enjoy outdoor adventures. Local landmarks such as the beautiful beaches and serene lakes provide picturesque spots perfect for relaxation and family fun.
  • Greenport: Just 6km from Southold, Greenport is a charming village known for its rich maritime history and laid-back atmosphere. With a similar seasonal visitor pattern, Greenport’s peak season runs from June to August. Travelers flock here for romantic strolls along the waterfront, outdoor activities, and vibrant local events, including music concerts. The town features lovely parks and beautiful family-friendly beaches, making it a great spot for both relaxation and recreation.
  • Sag Harbor: Located 13km from Southold, Sag Harbor combines historic charm with a modern flair, attracting visitors seeking beachside tranquility and outdoor fun. The peak travel season mirrors its neighbors, bustling from June to August. Sag Harbor is perfect for a romantic escape, with numerous golf courses and beautiful lakes nearby for leisurely days. The picturesque beaches and family-friendly areas make it an ideal destination for those looking to soak up the sun and enjoy the scenic beauty of the region.

Things to do near Southold

Shopping

In Southold, you can explore charming local shops like the Southold General Store for unique gifts and souvenirs. If you're up for a drive, visit the Tanger Outlets in Riverhead for a variety of brand-name stores and discounts.

Recreation

Explore the tranquility of the Southold Wellness Center, where you can indulge in spa treatments and yoga classes designed to rejuvenate your spirit. Afterward, take a leisurely stroll along the beautiful beaches for fresh air and scenic views, perfect for unwinding and connecting with nature.

Adventure

At Riverhead Raceway, located 29km from Southold, you can experience thrilling motor racing events in a vibrant atmosphere filled with adrenaline. Waterford Speedbowl, 43km away, offers an exciting motorsport experience, showcasing various racing formats that cater to adventure seekers and sports enthusiasts alike.

Nightlife

Experience the cozy atmosphere at the Southold Fish Market, where you can enjoy fresh seafood and a casual vibe. For a lively night, visit the Greenport Harbor Brewing Co. to sample local craft beers while mingling with fellow visitors and enjoying occasional live music.

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

Find the best attractions in and around Southold

Southold, New York, is perfect for outdoor and romantic getaways, offering attractions like beautiful beaches, urban parks, and the Southold Historical Museum. Visitors can enjoy the scenic Southold Bay, immerse themselves in local culture, and partake in various outdoor activities. Whether you're looking to relax by the shore or explore the area's rich history, Southold has something for everyone seeking a memorable vacation experience.

  • Horton Lane Beach: Enjoy the laid-back beach vibes at Horton Lane Beach, a serene spot within Southold. This charming beach offers a tranquil escape where you can relax, sunbathe, or take a leisurely stroll along the shore.
  • Orient Point County Park: Located 19km from Southold, this urban park is ideal for family outings and outdoor activities. With scenic views and ample space for picnicking, hiking, and exploring nature, it’s a great place to unwind and enjoy the fresh air.
  • Shinnecock Nation Cultural Center and Museum: Situated 19km away, this museum offers a deep dive into the rich culture and history of the Shinnecock Nation. Engage with exhibits that celebrate their heritage and traditions, providing a unique educational experience.

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

Traveling to Southold, New York, is convenient with several major airports nearby. New York's JFK Airport is approximately 124km away, with luxury hotels like The William Vale and Arlo Williamsburg, both 18km from the airport. Newark Liberty International Airport (EWR), located 153km from Southold, offers upscale accommodations such as The Dominick and Four Seasons Hotel New York Downtown, both 14km away. LaGuardia Airport (LGA) is about 126km from Southold, with notable hotels like Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, situated 5 to 10km from the airport. These airports provide ample options for travelers visiting 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 traveler data. This hotel offers private balconies and a bar. 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. A top sight in the area is The Hamptons Beaches. 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. Additionally, you'll find The Hamptons Beaches in the area. 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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