Photo by Benny Goh

Find hotels in Southold, NY from AED 334

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 4,306 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Shoals Suites and Slips

3.5 star property
Southold
9.6 out of 10, Exceptional, (225)
"Great quick stay"
United States
Jasmine T
The price is AED 620
AED 708 total
includes taxes & fees
21 Dec - 22 Dec
The Shoals Suites and Slips

Vine & Sand

3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand

Saybrook Point Resort & Marina

3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1001)
"Excellent food, in addition to friendly and helpful staff."
United States
marybeth
The price is AED 1,055
AED 1,306 total
includes taxes & fees
14 Dec - 15 Dec
Saybrook Point Resort & Marina

Hampton Bays Hotel on Main

2.0 star property
Hampton Bays
7.2 out of 10, Good, (69)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1009)
"We love the stay everything was perfect"
United States
angelica
The price is AED 583
AED 734 total
includes taxes & fees
15 Dec - 16 Dec
Water's Edge Resort & Spa

Pier Blue Inn Old Saybrook - Essex

2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1000)
"A welcoming place with some nice touches."
United States
Leslie
The price is AED 290
AED 334 total
includes taxes & fees
7 Dec - 8 Dec
Pier Blue Inn Old Saybrook - Essex

Madison Beach Hotel

4.0 star property
Madison Center
9.4 out of 10, Exceptional, (339)
"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
The price is AED 901
AED 1,036 total
includes taxes & fees
14 Dec - 15 Dec
Madison Beach Hotel

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (973)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (540)
"Awesome stay!!! Great Location "
United States
Bryan
The price is AED 383
AED 617 total
includes taxes & fees
29 Dec - 30 Dec
The Harbor Front Inn

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1001)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is AED 372
AED 427 total
includes taxes & fees
11 Dec - 12 Dec
Quality Inn Old Saybrook - Westbrook

The Hampton Maid

2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (688)
"Great place to stay"
United States
Mitchell
The price is AED 1,041
AED 1,190 total
includes taxes & fees
5 Dec - 6 Dec
The Hampton Maid

Hilton Garden Inn Riverhead

3.0 star property
Riverhead
8.6 out of 10, Excellent, (1001)
"Staff was courteous and the room was spotless. Food service is very good as well. "
United States
Efrem
The price is AED 379
AED 433 total
includes taxes & fees
4 Jan - 5 January 2026
Hilton Garden Inn Riverhead

Residence Inn by Marriott New York Long Island East End

3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1000)
"Great staff, very clean and modern facility, nicely appointed rooms, and a lot of things nearby to do."
United States
Mary J
The price is AED 476
AED 544 total
includes taxes & fees
21 Dec - 22 Dec
Residence Inn by Marriott New York Long Island East End

Greenview Inn Riverhead

2.0 star property
Riverhead
7.4 out of 10, Good, (781)
"Nice staff Beautiful & Safe place "
United States
Cameron
Greenview Inn Riverhead

Spark by Hilton Guilford

2.5 star property
Guilford
8.8 out of 10, Excellent, (62)
"Good clean property with great staff "
United States
David
The price is AED 344
AED 395 total
includes taxes & fees
12 Dec - 13 Dec
Spark by Hilton Guilford

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (439)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is AED 360
AED 466 total
includes taxes & fees
5 Dec - 6 Dec
Hamlet Inn

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

2.5 star property
Riverhead
8.6 out of 10, Excellent, (1002)
"It was a nice hotel and it was clean "
United States
Shaquan
The price is AED 334
AED 382 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Sag Harbor Inn

3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (571)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is AED 711
AED 812 total
includes taxes & fees
7 Dec - 8 Dec
Sag Harbor Inn

Hotel Indigo East End by IHG

3.5 star property
Riverhead
8.8 out of 10, Excellent, (1001)
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
The price is AED 438
AED 500 total
includes taxes & fees
1 Jan - 2 January 2026
Hotel Indigo East End by IHG
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

Day trip to North Fork wineries. Stopped at this beach for a break before driving back to the city. #sunset #nature #wanderlust #waterlust #beach #colorful #citylife #NikonD7100 #Manfratto tripod.
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 Quality Inn Old Saybrook - Westbrook 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?
Quality Inn Old Saybrook - Westbrook: Offers buffet, an indoor pool, and free self parking. Sound View Greenport and Saybrook Point Resort & Marina 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 151 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. A couple of additional sights to add to your agenda are The Old Field Vineyards and Sparkling Pointe. 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.

Explore a world of travel with Expedia