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

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Our top choices for Southold hotels

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (291 reviews)
"We had such a wonderful time, and the staff was incredibly helpful and attentive. We definitely recommend staying at the Sholas—it's a fantastic place!"
United States
Vivien
The price is AED 1,366
AED 1,652 total
includes taxes & fees
28 Jun - 29 Jun
The Shoals Suites and Slips

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (316 reviews)
"Nice homey room"
United States
Andrew
The price is AED 1,573
AED 1,897 total
includes taxes & fees
28 Jun - 29 Jun
Windward Shores Ocean Resort

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
9.8 out of 10, Exceptional, (96 reviews)
"Fantastic hotel, great location."
United States
Tunca
The price is AED 5,491
AED 6,587 total
includes taxes & fees
12 Jul - 13 Jul
The Roundtree, Amagansett

The Reform Club

The Reform Club
2.0 star property
Amagansett North
10.0 out of 10, Exceptional, (2 reviews)
"Unique property; lots of attention from staff; close to town."
United States
Cathleen
The price is AED 4,784
AED 5,903 total
includes taxes & fees
7 Jul - 8 Jul
The Reform Club

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (184 reviews)
"Lovely hotel, great facilities and very welcoming staff. Thoroughly recommend."
United Kingdom
Dan
The price is AED 2,149
AED 2,700 total
includes taxes & fees
28 Jun - 29 Jun
Journey East Hampton

East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (308 reviews)
"Truly wonderful stay. Comfortable bed/room and wonderful pool! Easy check in and out- was only there for a night for work but would have loved to stay longer."
United States
Gina
The price is AED 1,186
AED 1,455 total
includes taxes & fees
7 Jul - 8 Jul
East Hampton House Resort

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (85 reviews)
"Proximity to East Hampton stores - so close you can walk to most things, biggest asset of this property. Room was nice, bedding excellent."
United States
Rhett
The price is AED 3,320
AED 4,865 total
includes taxes & fees
12 Jul - 13 Jul
Mill House Inn

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (110 reviews)
"Amazing location, right on Main Street in East Hampton, great staff, rooms and breakfast"
United States
EDUARD
The price is AED 2,213
AED 2,565 total
includes taxes & fees
13 Jul - 14 Jul
The Huntting Inn

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (167 reviews)
"Beautiful property, we had a wonderful stay. Staff were very friendly and helpful, and the location is an easy walk to shops and restaurants."
United States
Lisa
The price is AED 2,218
AED 3,032 total
includes taxes & fees
30 Jun - 1 Jul
The 1770 House Restaurant & Inn

The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (73 reviews)
"Excellent place"
United States
Miguel
The price is AED 2,641
AED 3,234 total
includes taxes & fees
30 Jun - 1 Jul
The Hedges Inn

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.2 out of 10, Very Good, (162 reviews)
"It was very fantastic and the staff was very helpful. Late last night, my companion had need of feminine products and the staff was able to assist by giving her own. She was a lifesaver."
United States
Min
The price is AED 2,297
AED 2,756 total
includes taxes & fees
28 Jun - 29 Jun
The Maidstone

EHP Resort & Marina

EHP Resort & Marina
3.5 star property
East Hampton
7.6 out of 10, Good, (10 reviews)
"just what we were looking for ! perfect"
United States
theresa
The price is AED 2,978
AED 3,742 total
includes taxes & fees
28 Jun - 29 Jun
EHP Resort & Marina

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (266 reviews)
"Staff - room - coffee was excellent! Would highly recommend!"
United States
Michael
The price is AED 1,698
AED 2,123 total
includes taxes & fees
21 Jul - 22 Jul
The Sagaponack

A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (92 reviews)
"Adorable boutique hotel!"
United States
Julianne
The price is AED 3,192
AED 3,647 total
includes taxes & fees
28 Jun - 29 Jun
A Room At The Beach

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (152 reviews)
"Amazing"
United Kingdom
Ming Da
The price is AED 3,855
AED 4,417 total
includes taxes & fees
28 Jun - 29 Jun
Topping Rose House

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (178 reviews)
"Great staff."
United States
Grant
The price is AED 965
AED 1,110 total
includes taxes & fees
28 Jun - 29 Jun
The Niantic Inn

Bridgehampton Inn

Bridgehampton Inn
3.5 star property
Bridgehampton
9.4 out of 10, Exceptional, (224 reviews)
"Great place!!!"
United States
Leslie
The price is AED 2,663
AED 3,042 total
includes taxes & fees
28 Jun - 29 Jun
Bridgehampton Inn

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (292 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
The price is AED 3,140
AED 3,947 total
includes taxes & fees
29 Jun - 30 Jun
Faraway Sag Harbor

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (636 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is AED 1,686
AED 1,926 total
includes taxes & fees
7 Jul - 8 Jul
Sag Harbor Inn

Southampton Village Motel

Southampton Village Motel
2.5 star property
Southampton
9.2 out of 10, Wonderful, (54 reviews)
"Dianna is a lovely sweet lady ! Great stay. "
United States
Lucas
The price is AED 1,857
AED 2,122 total
includes taxes & fees
7 Jul - 8 Jul
Southampton Village Motel
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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

Hotels in Southold with star-rating

Find out more about Southold

Top reasons to visit Southold

  • Beautiful Beaches: Southold features stunning beaches perfect for relaxation and recreation.
  • Wine Tastings: Experience the renowned vineyards of the region through delightful wine tastings.
  • Outdoor Adventures: Enjoy a variety of outdoor activities, from scenic hikes to water sports.
  • Charming Neighborhoods: Explore picturesque neighborhoods filled with local culture and history.
  • Diverse Accommodations: Choose from cozy hotels to unique agritourism stays that suit all preferences.

Find great hotels near Southold

Southold offers a diverse selection of accommodations, from charming agritourism properties to cozy hotels perfect for families and adventure seekers. With pet-friendly options and proximity to beautiful beaches, you'll find the ideal spot for your vacation. Explore the various hotels in Southold, read reviews, and discover the perfect place to unwind and enjoy the stunning North Fork experience.

  • Sound View Greenport: Nestled just 4.8km from Southold, Sound View Greenport is a charming 3.5-star hotel perfect for families, business travelers, and beach enthusiasts alike. With direct access to the beach, guests can indulge in sun-soaked relaxation and seaside adventures. The hotel goes the extra mile to accommodate families with amenities like free cribs and window guards for children, ensuring a safe and enjoyable stay. Visitors can expect a welcoming atmosphere that caters to both leisure and work needs, making it an ideal getaway for all.
  • The Harbor Front Inn: Located 6.4km from Southold, The Harbor Front Inn is a delightful 3.5-star accommodation that welcomes both business travelers and pet owners. This pet-friendly property permits dogs in designated areas, ensuring that your furry friends can join in on the vacation fun. The inn features a warm, inviting ambiance, making it a perfect spot for those looking to blend work with relaxation. Guests appreciate the thoughtful amenities and the friendly service that enhance their overall experience, making it a popular choice for a memorable stay.
  • Sag Harbor Inn: Positioned 12.9km from Southold, the Sag Harbor Inn offers a sophisticated 3.5-star experience tailored for business travelers. The inn provides a tranquil retreat with comfortable accommodations and essential amenities for professionals on the go. Its strategic location allows for easy access to local attractions and dining, making it a convenient choice for those looking to explore the area while maintaining their work commitments. Guests can enjoy a peaceful atmosphere that seamlessly blends comfort and functionality.

Where to stay near Southold

Southold, located on Long Island's beautiful North Fork, offers a perfect blend of romantic outdoor adventures and family-friendly activities. Enjoy scenic excursions, explore charming neighborhoods, and indulge in luxury experiences. With its sunny weather and rich historical backdrop, Southold is an ideal destination for relaxation and entertainment. Discover nearby attractions that enhance your vacation, making it a memorable getaway in New York State.

  • Hamptons: Situated 16.1km from Southold, the Hamptons are renowned for their beautiful beaches and upscale atmosphere. This area attracts visitors seeking outdoor adventures and romantic getaways, especially during peak season from June to August. Outdoor enthusiasts can enjoy a variety of activities, including golfing and attending music concerts. Local landmarks like scenic beaches and picturesque lakes make the Hamptons a prime destination for leisure and relaxation.
  • Greenport: Greenport is a charming city located 6.4km from Southold, perfect for travelers looking for a blend of outdoor experiences and romantic settings. With a moderately seasonal influx of visitors peaking in the summer months, Greenport offers plenty of recreational activities including golf and music events. Its proximity to beautiful parks and family-friendly beaches makes it an ideal spot for families and couples alike, ensuring a delightful experience for all.
  • Sag Harbor: Only 12.9km away from Southold, Sag Harbor is a picturesque city that boasts a rich maritime history and vibrant cultural scene. Visitors flock here for its spectacular beaches and outdoor experiences, particularly in the summer months. With access to golf courses, ski fields, and local attractions like lighthouses and family beaches, Sag Harbor provides an excellent range of activities for all types of travelers, making it a must-visit destination.

Things to do near Southold

Southold offers a delightful mix of romantic and outdoor activities perfect for a vacation. Visitors can enjoy skiing at local resorts, as well as take part in popular wine tastings that showcase the region's renowned vineyards. With its scenic landscapes and entertainment options, Southold is an ideal destination for those seeking adventure and relaxation alike.

Shopping

In Southold, visit the Greenport Farmers' Market, just 6.4km away, for local produce and handmade goods. The Style Bar and Love Lane, both 12.9km away, offer a unique shopping experience with family-friendly vibes. If you're up for a drive, check out nearby malls for more options.

Recreation

Goldsmith's Inlet Park offers a tranquil retreat with scenic views and calming vibes, perfect for relaxation. Noyac Golf Club provides a vibrant outdoor atmosphere for golf enthusiasts, while Shelter Island Whale's Tail mini-golf promises family fun and adventure in a lively setting.

Adventure

Splish Splash Water Park is an exhilarating waterpark 30.6km from Southold, offering thrilling slides and family-friendly attractions for a splashing good time. For motor racing enthusiasts, Riverhead Raceway, 29.0km away, provides an adrenaline-pumping experience with exciting races. Enjoy the scenic views on the Walking Dunes Trailhead, located 33.8km from Southold, perfect for hiking and outdoor adventures.

Nightlife

Experience the charm of Southold's nightlife with a visit to the Greenport Carousel for a whimsical family outing. For a more romantic evening, catch a show at Bay Street Theatre or Guild Hall, both offering a blend of entertainment and culture just a short drive away.

*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 between January and March for lower accommodation rates. Tuesdays are typically the cheapest days to stay, while Saturdays are the priciest. Use Expedia to compare hotel prices and find exclusive discounts, and don’t forget to explore eco-certified options for sustainable stays. You can maximize savings by booking a package that combines flights, hotels, and activities. Additionally, look for free activities in the area to enhance your experience without overspending.

  • 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 enables you to specify your budget, desired location, and additional preferences. You can arrange the results to display prices from lowest to highest, making it easy to find the most affordable hotels right away. Additionally, you have the option to refine your search by hotel type; for instance, by selecting the Eco-certified filter, you'll discover sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Southold hotel reservation with your flights and activities when you book an Expedia package.

Find the best attractions near Southold

Southold is perfect for a romantic getaway or an outdoor adventure, boasting beautiful beaches, urban parks, and fascinating history museums. Visitors can immerse themselves in the local culture while enjoying a variety of outdoor experiences. Whether you're looking to relax by the beach or explore the area's rich history, Southold offers a delightful mix of attractions that cater to all types of travelers.

  • 67 Steps Beach: Enjoy the serene beach vibes at 67 Steps Beach, located 8.0km from Southold. This charming beach offers a unique experience with its picturesque steps leading down to the sandy shores, perfect for sunbathing, swimming, or simply relaxing by the waves.
  • Railroad Museum of Long Island: Immerse yourself in local culture at the Railroad Museum of Long Island, just 6.4km away. Discover the rich history of railroads in the region through fascinating exhibits, vintage trains, and interactive displays that appeal to all ages.
  • Sag Harbor Marine Park: Adventure awaits at Sag Harbor Marine Park, located 12.9km from Southold. This marina offers thrilling outdoor activities, including kayaking, fishing, and beachcombing, all while surrounded by stunning natural beauty.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

When planning your vacation to Southold, New York, you'll find several major airports nearby. Islip, NY (ISP-MacArthur) is 64.4km away, with good hotel options like the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport. New Haven, CT (HVN-Tweed - New Haven Regional) is 45.1km from Southold, featuring the 4-star Omni New Haven Hotel at Yale and The Blake Hotel, both 4.8km away. East Hampton, NY (HTO) is the closest, located 19.3km away, with luxurious options like the 5-star Mill House Inn and the 4.5-star Topping Rose House, each just a short drive from the airport.

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.
What's the top vacation rental in Southold?
TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12: This vacation home rental outside of Southold is located in the city center and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of books so you can immerse yourself in your vacation. 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?
Sound View Greenport: Provides a private beach, a seasonal outdoor pool, and 2 bars. The Atlantic Hotel and The Bentley Hotel Southampton 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 145 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 Horton Lane Beach and McCabe's 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.