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, (349 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is ᅣ25,998
ᅣ33,645 total
includes taxes & fees
Nov 10 - Nov 11
The Shoals Suites and Slips

2. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (762 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is ᅣ24,055
ᅣ31,988 total
includes taxes & fees
Nov 15 - Nov 16
Sound View Greenport

3. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (186 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is ᅣ37,991
ᅣ43,405 total
includes taxes & fees
Nov 5 - Nov 6
Silver Sands Motel & Beach Bungalows

4. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (669 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is ᅣ20,996
ᅣ28,494 total
includes taxes & fees
Nov 17 - Nov 18
The Harbor Front Inn

5. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (440 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is ᅣ25,878
ᅣ29,565 total
includes taxes & fees
Nov 1 - Nov 2
Zey Hotel

6. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is ᅣ26,666
ᅣ47,969 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums

7. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (71 reviews)
"Everything was perfect šŸ’ž"
United States
Altynai
The price is ᅣ49,002
ᅣ55,985 total
includes taxes & fees
Nov 1 - Nov 2
North Fork Resort

8. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (194 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is ᅣ51,891
ᅣ65,597 total
includes taxes & fees
Nov 16 - Nov 17
The Menhaden

9. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (300 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is ᅣ33,448
ᅣ42,143 total
includes taxes & fees
Nov 10 - Nov 11
Oyster Estate

10. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (66 reviews)
"What a beautiful hotel , clean , quiet , charming . We had a dip in the pool and enjoyed the coffee before we took ferry to sag harbor . The staff was amazing and very helpful throughout our stay. Highly recommended!"
United States
Kate
The price is ᅣ40,823
ᅣ46,640 total
includes taxes & fees
Oct 31 - Nov 1
Shelter Island House

11. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (681 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is ᅣ34,552
ᅣ39,475 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn

12. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is ᅣ29,165
ᅣ33,321 total
includes taxes & fees
Nov 2 - Nov 3
House on Chase Creek

13. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is ᅣ39,569
ᅣ51,517 total
includes taxes & fees
Nov 1 - Nov 2
American Beech Hotel

14. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (75 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is ᅣ24,260
ᅣ27,716 total
includes taxes & fees
Nov 19 - Nov 20
The Chequit

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (319 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is ᅣ50,407
ᅣ63,348 total
includes taxes & fees
Nov 17 - Nov 18
Faraway Sag Harbor

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

Holiday Inn Express & Suites Riverhead - Long Island by IHG
2.5 star property
Riverhead
8.8 out of 10, Excellent, (1,002 reviews)
"Our stay was only one night, however check-in was speedy and efficient. Comfortable beds and spacious room."
United States
Kirsten
The price is ᅣ20,037
ᅣ22,892 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express & Suites Riverhead - Long Island by IHG

17. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (609 reviews)
"great spot to stay,"
United States
Armando
The price is ᅣ22,719
ᅣ25,957 total
includes taxes & fees
Nov 11 - Nov 12
The Bentley Hotel Southampton

18. Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location, great service."
United States
Julian
The price is ᅣ20,510
ᅣ23,432 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Place Long Island East End

19. Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (164 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
The price is ᅣ92,764
ᅣ106,534 total
includes taxes & fees
Nov 5 - Nov 6
Topping Rose House

20. Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (223 reviews)
"nice stay"
United States
William
The price is ᅣ25,085
ᅣ29,916 total
includes taxes & fees
Oct 30 - Oct 31
Southampton Long Island Hotel
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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 coastal landscape with a white church on a grassy hill, overlooking a sandy beach and the ocean.

Top Southold Hotel Reviews

More cheap stays in Southold

Find out more about Southold

Top reasons to visit Southold

  • Charming Beaches: Southold boasts beautiful beaches where visitors can relax, swim, and enjoy stunning sunsets.
  • Winery Tours: Experience local flavors by touring the nearby wineries, sampling exquisite wines in a picturesque setting.
  • Rich History: Discover local heritage at the Southold Historical Museum, showcasing the town's fascinating past.
  • Outdoor Activities: Enjoy golfing and exploring recreational areas, perfect for outdoor enthusiasts and nature lovers.
  • Cozy Accommodations: Stay in delightful agritourism properties and charming bed & breakfasts, catering to all traveler preferences.

Find great hotels near Southold

Explore the charming accommodations in Southold, New York, where you can find a variety of lodging options, including delightful agritourism properties and cozy bed & breakfasts. Whether you're seeking adventure, a pet-friendly environment, or a family-friendly experience, Southold's hotels cater to every traveler's needs. With a selection of hotel rooms and suites available, you're sure to find the perfect stay for your vacation.

  • Sound View Greenport: Nestled just 5km from Southold, Sound View Greenport is a charming 3.5-star hotel offering a delightful beach experience. Rated 8.4 out of 10 by guests, this property is ideal for families and business travelers alike. With direct access to the beach, you can enjoy sun-soaked days by the water. The hotel is particularly family-friendly, featuring amenities such as free cribs and window guards for children, ensuring a safe and comfortable stay for your little ones.
  • Sag Harbor Inn: Located 13km from Southold, the Sag Harbor Inn is a stylish 3.5-star lodging with an impressive guest rating of 9.4 out of 10. This hotel caters primarily to business travelers, providing a serene environment for work and relaxation. With its convenient location, guests can easily access local businesses and attractions, making it a practical choice for those on the go. The inn’s pleasant atmosphere and attentive service set the stage for a productive stay.
  • The Harbor Front Inn: Situated 6km from Southold, The Harbor Front Inn is a welcoming 3.5-star hotel with a guest rating of 8.8 out of 10. This property is pet-friendly, accommodating travelers who wish to bring their furry companions along. With a variety of pet amenities, including a waived fee for service animals and specific policies for dogs, this inn ensures a comfortable stay for both you and your pet. The Harbor Front Inn also caters to business travelers, combining convenience with a relaxed atmosphere.

Where to stay near Southold

Southold, New York, offers a delightful blend of outdoor adventures and romantic escapes, perfect for any traveler. Explore its charming neighborhoods, soak up the sunny weather, and enjoy family-friendly excursions. Nearby attractions showcase stunning scenery and rich historical experiences. Whether you're looking for luxury or a quaint atmosphere, Southold embodies the charm of coastal living, making it an ideal destination for an unforgettable vacation.

  • Hamptons: Located 16km away from Southold, the Hamptons are synonymous with luxury and relaxation. This charming destination attracts visitors seeking a mix of beautiful beaches, outdoor activities, and romantic getaways. The area sees a seasonal influx of travelers, especially during the summer months from June to August, when the beaches come alive with sunbathers and water sports enthusiasts. Notable attractions include stunning family-friendly beaches, picturesque lakes, and golf courses that cater to both beginners and seasoned players. Whether you're looking to unwind by the shore or enjoy an active day outdoors, the Hamptons offer a delightful blend of experiences.
  • Greenport: Just 6km from Southold, Greenport is a picturesque village that embodies the charm of the North Fork. Known for its vibrant arts scene and waterfront views, this city welcomes a variety of travelers, particularly during the peak season from June to August. Visitors flock to Greenport for its outdoor adventures, romantic ambiance, and stunning beaches. Spend your day exploring local parks, enjoying music concerts, or indulging in fresh seafood at quaint restaurants. With its friendly atmosphere and scenic beauty, Greenport is perfect for couples and families alike looking to create lasting memories.
  • Sag Harbor: Approximately 13km from Southold, Sag Harbor is a historic whaling village that offers a unique blend of culture and natural beauty. This lively city attracts visitors year-round, peaking in the summer months. Travelers are drawn to Sag Harbor for its outdoor recreation, stunning beaches, and romantic settings. Enjoy activities such as golfing or skiing, and take advantage of the beautiful family-friendly beaches and serene lakes. With its charming shops, art galleries, and rich maritime history, Sag Harbor provides an enchanting experience for all types of visitors.

Things to do near Southold

Shopping

In Southold, explore local shops for unique gifts and souvenirs. If you're up for a drive, visit Tanger Outlets in Riverhead, about 18km away, featuring a variety of brand-name stores and a vibrant shopping atmosphere.

Recreation

In Southold, indulge in rejuvenating treatments at the Spa at East Wind, surrounded by lush gardens. For a serene escape, visit the North Fork Wellness Center, which offers yoga classes and holistic therapies to enhance your mind and body connection.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 29km from Southold, where you can feel the adrenaline rush of fast cars and lively competition. Alternatively, head to Waterford Speedbowl, 43km away, for more exciting races in a vibrant atmosphere filled with sports energy.

Nightlife

In Southold, you can unwind at local wineries like Sparkling Pointe, where you can enjoy wine tastings in a relaxing atmosphere. For a more lively experience, explore nearby Greenport, which boasts charming bars and live music venues, perfect for a fun night out with friends.

*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 offers a delightful blend of outdoor and romantic activities, perfect for an entertaining vacation. Visitors can explore the scenic Southold Bay and delve into local history at the Southold Historical Museum. The area also features beautiful beaches and urban parks, catering to those seeking cultural experiences and outdoor adventures. Whether you're relaxing by the shore or enjoying the charming local attractions, Southold promises a memorable getaway.

  • The Hamptons Beaches: Located 19km from Southold, The Hamptons Beaches offer an idyllic seaside experience with pristine sands and vibrant beach vibes. Enjoy sunbathing, swimming, and beachside dining while soaking in the picturesque coastal scenery.
  • Orient Point County Park: Also 19km from Southold, Orient Point County Park is an urban park ideal for family outings. With outdoor activities such as hiking and picnicking, visitors can relish the natural beauty of the area while enjoying a peaceful escape from city life.
  • Horton Point Park: Situated within Southold, Horton Point Park features a historic lighthouse that reflects the area's rich maritime culture. Explore scenic trails and enjoy breathtaking views of the Long Island Sound, immersing yourself in the local heritage.

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, NY (JFK-John F. Kennedy Intl.) is 124km away, with excellent hotels like The William Vale and Arlo Williamsburg, both 18km from the airport. Newark Liberty Intl. Airport (EWR) is 153km away, with luxurious options like The Dominick and Four Seasons Hotel New York Downtown, both 14km from the airport. Lastly, LaGuardia Airport (LGA) is 126km from Southold, featuring upscale hotels such as Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, both within 10km of the airport. These hotels offer easy access to their respective airports for a smooth travel experience.

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.
What's the top vacation rental in Southold?
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This vacation home rental outside of Southold offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all 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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