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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, (257 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is NT$5,976
NT$7,622 total
includes taxes & fees
Apr 23 - Apr 24
The Shoals Suites and Slips

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful stay"
United States
Judy
The price is NT$12,351
NT$14,112 total
includes taxes & fees
Apr 12 - Apr 13
Vine & Sand

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,003 reviews)
"nice area and quiet...eat and drink in the same place"
United States
michael
The price is NT$3,214
NT$3,696 total
includes taxes & fees
Apr 23 - Apr 24
Quality Inn Old Saybrook - Westbrook

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, (469 reviews)
"The only thing they serve for continental breakfast are waffles and orange juice and coffee very disappointed"
United States
Candise
The price is NT$2,273
NT$2,614 total
includes taxes & fees
Apr 22 - Apr 23
Econo Lodge Inn & Suites Old Saybrook Westbrook

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (306 reviews)
"I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. "
United States
william
The price is NT$2,478
NT$2,850 total
includes taxes & fees
Apr 16 - Apr 17
Clinton Motel

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (110 reviews)
"It was a nice stay, clean and friendly staff!"
United States
Sherrill
The price is NT$2,832
NT$3,257 total
includes taxes & fees
Apr 15 - Apr 16
Spark by Hilton Guilford

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, (1,000 reviews)
"Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. "
United States
Joseph
The price is NT$2,378
NT$2,735 total
includes taxes & fees
Apr 12 - Apr 13
Pier Blue Inn Old Saybrook - Essex

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,000 reviews)
"Enjoyable stay. "
United States
Marie
The price is NT$7,406
NT$9,065 total
includes taxes & fees
Apr 17 - Apr 18
Water's Edge Resort & Spa

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (241 reviews)
"The room was clean, the place could use some updates, the 1 chair next to the table had some nasty stains on the fabric "
United States
Andrew
The price is NT$2,843
NT$3,270 total
includes taxes & fees
Apr 10 - Apr 11
Tower Inn And Suites Of Guilford - Madison

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (230 reviews)
"Would stay again. "
United States
pamela
The price is NT$2,192
NT$2,521 total
includes taxes & fees
Apr 12 - Apr 13
Lamplighter Motel - Clinton, Connecticut

Budget Host East End

Budget Host East End
2.0 star property
Riverhead
6.6 out of 10, (802 reviews)
"Very nice and convenient hotel"
United States
Gerard
The price is NT$3,114
NT$3,557 total
includes taxes & fees
Apr 10 - Apr 11
Budget Host East End

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (151 reviews)
"Clean rooms friendly staff"
United States
Crystal
The price is NT$4,518
NT$5,196 total
includes taxes & fees
Apr 21 - Apr 22
The Niantic Inn

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.6 out of 10, Exceptional, (263 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is NT$6,813
NT$7,562 total
includes taxes & fees
Apr 30 - May 1
The Captain Stannard

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (916 reviews)
"Excellent "
United States
David
The price is NT$2,159
NT$2,557 total
includes taxes & fees
Apr 15 - Apr 16
Super 8 by Wyndham Old Saybrook

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (240 reviews)
"Great stay and will be back!"
United States
David
The price is NT$7,510
NT$8,336 total
includes taxes & fees
Apr 10 - Apr 11
The Scranton Seahorse Inn

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, (1,002 reviews)
"Sparklingly clean, lovely decor & outstanding staff."
United States
Richard
The price is NT$4,893
NT$5,590 total
includes taxes & fees
Apr 26 - Apr 27
Residence Inn by Marriott New York Long Island East End

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (457 reviews)
"We loved our stay!"
United States
Charlotte
The price is NT$4,734
NT$5,440 total
includes taxes & fees
Apr 12 - Apr 13
The Bentley Hotel Southampton

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (644 reviews)
"This room was very clean, nice comfortable bed and sheets . Very clean bathroom and great towels "
United States
Greg
The price is NT$2,542
NT$2,923 total
includes taxes & fees
Apr 14 - Apr 15
Liberty Inn

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (185 reviews)
"Delicious breakfast, wonderful service and beautiful accommodations."
United States
Beth
The price is NT$7,358
NT$8,168 total
includes taxes & fees
Apr 12 - Apr 13
Westbrook Inn B&B

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,002 reviews)
"Great hotel, clean, walkable area "
United States
Lawanne
The price is NT$5,306
NT$6,062 total
includes taxes & fees
Apr 19 - Apr 20
Hyatt Place Long Island East End
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.

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

  • Stunning Beaches: Southold boasts beautiful beaches perfect for relaxation and enjoying scenic sunsets.
  • Vineyard Tours: Experience delightful wine tastings at renowned local vineyards on the picturesque North Fork of Long Island.
  • Outdoor Adventures: Engage in various outdoor activities, including skiing at nearby resorts and exploring urban parks.
  • Cultural Exploration: Delve into the area's rich history at local museums and historical landmarks.
  • Diverse Accommodations: Enjoy a range of lodging options, from cozy bed and breakfasts to unique agritourism properties.

Find great hotels near Southold

Discover a variety of lodging options in Southold, New York, perfect for your vacation needs. From charming bed and breakfasts to unique agritourism properties, you'll find accommodations suited for family getaways, adventure seekers, and pet lovers alike. Explore Southold's beautiful beaches and enjoy the local hospitality, all while accessing helpful hotel reviews to guide your choice of the best places to stay.

  • Sound View Greenport: Nestled 4.8km from Southold, Sound View Greenport is a family-friendly hotel that perfectly balances relaxation and convenience. This 3.5-star property is ideal for families, business travelers, and pet owners, ensuring every guest feels at home. The hotel offers amenities for children, including free cribs and window guards for safety. Pet-friendly policies allow dogs and cats, making it a great choice for those traveling with furry companions. With its stunning views and warm atmosphere, Sound View Greenport is a delightful retreat for every type of traveler.
  • The Harbor Front Inn: Located 6.4km from Southold, The Harbor Front Inn is a charming 3.5-star hotel that caters to business travelers and pet owners alike. With a pet-friendly policy that welcomes dogs and allows them in guest rooms, this inn ensures that no one gets left behind. Guests appreciate the warm service and comfortable accommodations, making it an excellent base for exploring the scenic surroundings. With its prime location near the waterfront, visitors can enjoy beautiful views and easy access to local attractions, making it a perfect getaway.
  • Sag Harbor Inn: Situated 12.9km from Southold, Sag Harbor Inn is a sophisticated 3.5-star hotel that focuses on business travelers seeking a peaceful retreat. The property features thoughtfully designed accommodations that provide a tranquil atmosphere for work and relaxation. Guests enjoy the inn's proximity to charming local shops and restaurants, allowing for a delightful blend of productivity and leisure. With its elegant décor and convenient location, Sag Harbor Inn is an excellent choice for those looking to blend business with pleasure during their stay.

Where to stay near Southold

Discover the charm of Southold, New York, where romantic vibes and outdoor adventures await. Explore the picturesque North Fork of Long Island, dotted with vineyards and beautiful beaches. Enjoy family-friendly excursions, historical landmarks, and the serene atmosphere of the surrounding areas. From luxurious dining to sun-soaked shores, Southold offers a perfect blend of relaxation and entertainment, making it an ideal destination for an unforgettable vacation experience.

  • Hamptons: Located 16.1km from Southold, the Hamptons are a renowned getaway known for their stunning beaches and upscale lifestyle. This area experiences a moderate seasonal influx of travelers, peaking during the summer months of June to August when the beaches, outdoor activities, and romantic settings draw visitors in droves. Golf courses and recreational areas abound, providing ample opportunities for adventure. Noteworthy landmarks include picturesque beaches and serene lakes that make the Hamptons a perfect blend of relaxation and excitement.
  • Greenport: A charming city situated just 6.4km away from Southold, Greenport offers a delightful mix of outdoor experiences and romantic getaways. With visitor numbers peaking in the summer, this city is perfect for those seeking a beach atmosphere with added recreational options. Enjoy golf courses and music concerts while exploring the local parks and family-friendly beaches. Greenport’s vibrant waterfront and quaint shops make for an inviting atmosphere to unwind and soak up the local culture.
  • Sag Harbor: Located merely 12.9km from Southold, Sag Harbor is a picturesque city that promises a memorable vacation experience. With traveler peaks in the summer, visitors are drawn to its beautiful beaches and outdoor activities that create a romantic ambiance. Explore the local golf courses and ski fields while enjoying the nearby family beaches and iconic lighthouse. Sag Harbor's unique blend of history and scenic beauty make it a must-visit destination for those looking to experience the essence of coastal living.

Things to do near Southold

Southold offers a charming blend of romance and outdoor adventures, perfect for a memorable vacation. Visitors can enjoy activities like skiing at local resorts and indulge in delightful wine tastings at the area's renowned vineyards. With its scenic beauty and entertaining options, Southold is an ideal destination for those seeking relaxation and enjoyment in a picturesque setting.

Shopping

The Greenport Farmers' Market, located 6.4km away from Southold, offers a vibrant atmosphere with local produce and unique finds. The Style Bar and BookHampton, both 12.9km away, provide charming shopping experiences with stylish apparel and books. If you're up for a drive, explore more options beyond that.

Recreation

Goldsmith's Inlet Park offers a peaceful retreat with beautiful views, perfect for relaxation and nature walks, just 4.8km from Southold. For golf enthusiasts, Noyac Golf Club provides a scenic 9.7km escape for outdoor sports. Families can enjoy Shelter Island Whale's Tail, a fun mini-golf adventure located 8.0km away.

Adventure

At Splish Splash Water Park, 30.6km from Southold, dive into thrilling water rides and enjoy family-friendly attractions. Experience adrenaline at Riverhead Raceway, 29.0km away, with exciting motor racing. For a scenic hike, explore the Walking Dunes Trailhead, located 33.8km from Southold, amidst stunning natural beauty.

Nightlife

The nightlife in Southold offers charming experiences. Enjoy the whimsical Greenport Carousel, just 6.4km away, with its outdoor family vibes. For a dose of culture and romance, head to the Bay Street Theatre, 12.9km away, or Guild Hall, 16.4km away, both showcasing captivating performances.

*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 during the low season from January to March when prices are lower. Booking your stay on a Tuesday can also help you secure better rates. Use Expedia's search tool to compare room rates and find eco-friendly accommodations. For additional savings, consider bundling your hotel stay with flights and activities through an Expedia package. Look for exclusive discounts and refine your search by hotel type to maximize your budget while enjoying everything Southold has to offer.

  • 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 makes it easy to find accommodations that fit your budget and preferred location. You can arrange your results to display prices from lowest to highest, ensuring you spot the most affordable hotels right away. Additionally, you have the option to refine your search by hotel type. For instance, if you check the Eco-certified filter, you’ll discover sustainable and eco-friendly hotels ready for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Southold with your flights and activities through an Expedia package.

Find the best attractions near Southold

Southold offers a romantic and adventurous getaway, perfect for outdoor enthusiasts and culture lovers. Visitors can enjoy stunning beaches, explore urban parks, and delve into history at local museums. Whether you're seeking relaxation by the shore or engaging experiences in nature and culture, Southold’s attractions cater to all types of travelers looking for a memorable vacation.

  • The Hamptons Beaches: Located 19.3km from Southold, The Hamptons Beaches offer a quintessential beach experience with stunning ocean views, soft sand, and a lively atmosphere. Perfect for sunbathing, swimming, and soaking up the sun, it’s a must-visit for beach enthusiasts.
  • Railroad Museum of Long Island: Just 6.4km away, this museum immerses you in the rich culture of railroading history. Explore vintage trains and exhibits that showcase the significance of railroads in shaping the region, making it a fascinating stop for history buffs.
  • Sag Harbor Marine Park: Located 12.9km from Southold, this marina offers adventure and outdoor activities. Enjoy kayaking, fishing, or simply relaxing by the water, all while taking in the beautiful coastal scenery.

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.

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

Accessing Southold, New York, is convenient with several nearby airports. New Haven, CT (HVN-Tweed - New Haven Regional) is 45.1km away and offers accommodations like the Omni New Haven Hotel at Yale, The Blake Hotel, and Graduate by Hilton New Haven, all 4.8km from the airport. East Hampton, NY (HTO) is located 19.3km from Southold, with options such as Mill House Inn, Topping Rose House, and The Roundtree, Amagansett, within 9.7km. Westhampton, NY (FOK-Francis S. Gabreski) is 30.6km away, featuring hotels like Canoe Place Inn and Cottages, Jedediah Hawkins Inn, and The Preston House & Hotel, all within 12.9km of 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. Vine & Sand is another good option for your visit. 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?
Vine & Sand: Offers buffet, a seasonal outdoor pool, and free self parking. Water's Edge Resort & Spa and Sound View Greenport 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 148 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 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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