Photo by Benny Goh

Find hotels in Southold, NY from NT$2,413

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)
"Beautiful"
United States
Linda
The price is NT$5,808
NT$6,635 total
includes taxes & fees
Dec 7 - Dec 8
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

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 NT$2,931
NT$3,370 total
includes taxes & fees
Dec 12 - Dec 13
Spark by Hilton Guilford

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
Old Saybrook
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
The price is NT$2,099
NT$2,413 total
includes taxes & fees
Jan 4 - 2026/1/5
Econo Lodge Inn & Suites Old Saybrook Westbrook

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (440)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is NT$2,790
NT$3,606 total
includes taxes & fees
Dec 9 - Dec 10
Hamlet Inn

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
Pier Blue Inn Old Saybrook - Essex

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 NT$3,167
NT$3,642 total
includes taxes & fees
Dec 11 - Dec 12
Quality Inn Old Saybrook - Westbrook

Shorewood Inn

2.5 star property
Riverhead
8.4 out of 10, Very Good, (707)
"Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. "
United States
Shelly
Shorewood Inn

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is NT$2,442
NT$2,808 total
includes taxes & fees
Dec 7 - Dec 8
Clinton Motel

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 NT$2,849
NT$3,255 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Tower Inn And Suites Of Guilford - Madison

2.5 star property
Guilford
7.4 out of 10, Good, (233)
"Clean, convenient, quiet place run by nice folks. We’d stay here again."
United States
Lisa
The price is NT$2,802
NT$3,222 total
includes taxes & fees
Dec 7 - Dec 8
Tower Inn And Suites Of Guilford - Madison

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (390)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is NT$3,457
NT$3,980 total
includes taxes & fees
Dec 22 - Dec 23
The Bentley Hotel Southampton

Liberty Inn

2.0 star property
Old Saybrook
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is NT$2,508
NT$2,884 total
includes taxes & fees
Dec 6 - Dec 7
Liberty Inn

Hyatt Place Long Island East End

3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1001)
"Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable"
United States
Helen
The price is NT$3,635
NT$4,153 total
includes taxes & fees
Jan 4 - 2026/1/5
Hyatt Place Long Island East End

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 NT$4,105
NT$6,223 total
includes taxes & fees
Dec 29 - Dec 30
The Harbor Front Inn

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 NT$3,231
NT$3,692 total
includes taxes & fees
Jan 4 - 2026/1/5
Hilton Garden Inn Riverhead

The Niantic Inn

2.5 star property
Niantic
9.2 out of 10, Wonderful, (126)
"Easy parking. Walkable dining and to boardwalk. Quaint shopping."
United States
Kerry
The price is NT$2,761
NT$3,176 total
includes taxes & fees
Dec 22 - Dec 23
The Niantic Inn

Lamplighter Motel - Clinton, Connecticut

2.5 star property
Clinton
6.4 out of 10, (228)
"Would stay again. "
United States
pamela
The price is NT$2,035
NT$2,340 total
includes taxes & fees
Jan 2 - 2026/1/3
Lamplighter Motel - Clinton, Connecticut

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 NT$3,732
NT$4,264 total
includes taxes & fees
Jan 4 - 2026/1/5
Hotel Indigo East End by IHG

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
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

  • 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. 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