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 SAR 1,396
SAR 1,689 total
includes taxes & fees
14 Jul - 15 Jul
The Shoals Suites and Slips

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (318 reviews)
"Nice homey room"
United States
Andrew
The price is SAR 1,597
SAR 1,926 total
includes taxes & fees
8 Jul - 9 Jul
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 SAR 5,614
SAR 6,735 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 SAR 5,281
SAR 6,516 total
includes taxes & fees
6 Jul - 7 Jul
The Reform Club

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (185 reviews)
"Lovely hotel, great facilities and very welcoming staff. Thoroughly recommend."
United Kingdom
Dan
The price is SAR 2,214
SAR 2,782 total
includes taxes & fees
7 Jul - 8 Jul
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 SAR 1,294
SAR 1,580 total
includes taxes & fees
6 Jul - 7 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, (87 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 SAR 3,395
SAR 4,974 total
includes taxes & fees
9 Jul - 10 Jul
Mill House Inn

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (113 reviews)
"Amazing location, right on Main Street in East Hampton, great staff, rooms and breakfast"
United States
EDUARD
The price is SAR 2,396
SAR 2,774 total
includes taxes & fees
6 Jul - 7 Jul
The Huntting 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 SAR 3,752
SAR 4,508 total
includes taxes & fees
7 Jul - 8 Jul
The Hedges Inn

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.2 out of 10, Very Good, (163 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 SAR 2,760
SAR 3,311 total
includes taxes & fees
5 Jul - 6 Jul
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 SAR 3,455
SAR 4,342 total
includes taxes & fees
7 Jul - 8 Jul
EHP Resort & Marina

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (271 reviews)
"Staff - room - coffee was excellent! Would highly recommend!"
United States
Michael
The price is SAR 1,874
SAR 2,329 total
includes taxes & fees
20 Jul - 21 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 SAR 3,380
SAR 3,862 total
includes taxes & fees
6 Jul - 7 Jul
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 SAR 7,440
SAR 8,513 total
includes taxes & fees
5 Jul - 6 Jul
Topping Rose House

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (180 reviews)
"Great staff."
United States
Grant
The price is SAR 987
SAR 1,135 total
includes taxes & fees
2 Jul - 3 Jul
The Niantic 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 SAR 3,192
SAR 4,012 total
includes taxes & fees
6 Jul - 7 Jul
Faraway Sag Harbor

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (639 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is SAR 1,761
SAR 2,012 total
includes taxes & fees
13 Jul - 14 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 SAR 1,899
SAR 2,170 total
includes taxes & fees
7 Jul - 8 Jul
Southampton Village Motel

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (167 reviews)
"Hotel staff were more than a accommodating, the rooms were unique ,warm and welcoming, Voss waters and expresso in the room . Bedding was marvelous and the bright walk-in glass showers were clean and spacious. The hotel is Steps away from delicious food options while youe neighborhood Starbucks and CVS around the corner. Definitely would stay again ! Amazing place. Full of charm you would expect from a 400 year old property."
United States
VINCENT M
The price is SAR 1,322
SAR 1,510 total
includes taxes & fees
5 Jul - 6 Jul
Harpoon House

Capri

Capri
3.5 star property
Southampton
6.6 out of 10, (249 reviews)
"The Capri hotel is an awesome place to stay, it is fun, clean and is completely updated and so comfortable! The staff is super nice and helpful, and I would highly recommend it!! "
United States
THEO
The price is SAR 3,025
SAR 3,668 total
includes taxes & fees
2 Jul - 3 Jul
Capri
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.

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

Find out more about Southold

Top reasons to visit Southold

  • Scenic Wine Tastings: Southold is renowned for its picturesque vineyards, offering delightful wine tastings amid beautiful landscapes.
  • Beautiful Beaches: Enjoy sun-soaked relaxation on Southold's stunning beaches, perfect for unwinding and soaking in the sun.
  • Outdoor Adventures: Explore various outdoor activities, from hiking in parks to family-friendly excursions suitable for all ages.
  • Rich Historical Experiences: Discover local history at nearby museums and charming towns, enhancing your cultural journey.
  • Diverse Accommodations: Find unique lodging options, from cozy beach motels to family-oriented hotels catering to various needs.

Find great hotels near Southold

Discover a variety of hotel accommodations in Southold, New York, perfect for your vacation needs. From pet-friendly options to family-oriented experiences, Southold offers unique agritourism properties and comfortable hotels. Whether you're seeking a charming beach motel or a cozy retreat, you'll find options that cater to adventure seekers and relaxation lovers alike. Read reviews to help you choose the ideal place for your memorable getaway.

  • Sound View Greenport: Nestled along the picturesque coastline, Sound View Greenport is a family-friendly hotel that offers a delightful beach vacation experience just 4.8km from Southold. This 3.5-star property features direct access to the beach, allowing guests to enjoy the sun and surf with ease. Families will appreciate the thoughtful amenities for children, including complimentary cribs and window guards for safety. The hotel’s serene atmosphere and stunning waterfront views make it an ideal retreat for both relaxation and adventure.
  • The Harbor Front Inn: Located 6.4km from Southold, The Harbor Front Inn is a charming, pet-friendly hotel perfect for travelers seeking a blend of business and leisure. Rated at 3.5 stars, this inn welcomes pets with open arms, making it an excellent choice for those who want to bring their furry companions along. With amenities catering to pets, including in-room accommodations and a waived fee for service animals, guests can enjoy a stress-free stay. The hotel’s waterfront location offers beautiful views and a relaxing atmosphere.
  • Sag Harbor Inn: Situated 12.9km from Southold, the Sag Harbor Inn is a sophisticated choice for business travelers. This 3.5-star hotel combines comfort and convenience, making it an ideal base for those attending meetings or events in the area. The inn features well-appointed rooms and modern amenities that cater to the needs of business guests. Its location in the charming village of Sag Harbor allows visitors to explore local shops and dining options after a productive day.

Where to stay near Southold

Southold, nestled in New York's North Fork on Long Island, offers a perfect blend of outdoor adventures and romantic getaways. Enjoy family-friendly activities, from exploring scenic vineyards to relaxing on sunny beaches. Nearby towns provide rich historical experiences and luxury excursions, making it an ideal destination for travelers seeking both tranquility and entertainment. Discover the charm of Southold and its surrounding areas for an unforgettable vacation experience.

  • Hamptons: Located 16.1km from Southold, the Hamptons are a renowned vacation destination celebrated for their beautiful beaches and vibrant outdoor activities. With traveler numbers peaking from June to August, this area attracts visitors seeking a romantic seaside getaway. Popular activities include golf at local courses, enjoying music concerts, and lounging at family-friendly beaches. Key landmarks include pristine beaches and scenic lakes, making it an ideal spot for relaxation and recreation.
  • Greenport: Just 6.4km from Southold, Greenport is a charming city that offers a delightful blend of outdoor adventures and romantic escapes. With similar seasonal travel patterns, visitors flock here in the summer months. Greenport features a variety of activities such as golfing, attending local music concerts, and exploring recreational areas. Notable attractions include beautiful beaches and parks, providing ample opportunities for leisurely strolls and picnics by the water.
  • Sag Harbor: Situated 12.9km from Southold, Sag Harbor is a picturesque city that captures the essence of coastal living. Like its neighboring areas, it sees peak travel during the summer, drawing tourists looking for outdoor and beach experiences. Visitors can enjoy golfing, skiing, and exploring local beaches, including family-friendly options. The iconic lighthouse stands as a local landmark, offering stunning views and a glimpse into the area's maritime history.

Things to do near Southold

Southold offers a delightful mix of outdoor and romantic activities perfect for your vacation. Enjoy scenic wine tastings at local vineyards, indulge in skiing at nearby resorts, and explore the beautiful landscapes. With its charming ambiance and entertainment options, Southold is an ideal destination for a memorable getaway.

Shopping

The Greenport Farmers' Market, located 6.4km away, offers a vibrant local atmosphere with fresh produce and unique crafts. The Style Bar and Love Lane, both 12.9km away, provide a charming shopping experience with a mix of family-friendly stores and boutiques. If you're up for a drive, check out additional nearby shopping options.

Recreation

Goldsmith's Inlet Park offers a tranquil retreat with scenic views and serene walking paths, perfect for relaxation. At Noyac Golf Club, enjoy a round of golf amidst beautiful landscapes that promote outdoor recreation. Shelter Island Whale's Tail mini-golf provides family-friendly fun and adventure for all ages.

Adventure

Experience the thrills at Splish Splash Water Park, located 30.6km from Southold, featuring exciting water slides and family attractions. For adrenaline seekers, Riverhead Raceway, 29.0km away, offers exhilarating motor racing. Enjoy nature at the Walking Dunes Trailhead, 33.8km distant, with stunning scenery and outdoor adventures.

Nightlife

In Southold, the Greenport Carousel offers charming outdoor vibes just 6.4km away, perfect for a whimsical evening. For a touch of romance and culture, head to Bay Street Theatre, 12.9km away, or Guild Hall, located 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 drop. Tuesday is the most economical day for accommodations, while Saturdays tend to be pricier. Use Expedia to compare room rates and find eco-certified hotels for better savings. Look for package deals that combine flights and activities with your hotel stay for additional discounts. Explore free local attractions and utilize public transport options to minimize travel costs while enjoying the area.

  • 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: Utilize Expedia's search tool to refine your preferences, such as budget, desired location, and the type of hotel you’re looking for. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Southold hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Southold

Southold offers a charming blend of outdoor adventures and romantic escapes, making it ideal for a memorable vacation. Visitors can enjoy beautiful beaches, explore urban parks, and delve into local history at nearby museums. Whether you're looking for sun-soaked relaxation or cultural experiences, Southold's attractions cater to all, ensuring a delightful getaway filled with nature and enriching activities.

  • 67 Steps Beach: Experience the serene beach vibes at 67 Steps Beach, located 8.0km from Southold. This picturesque spot features a unique staircase leading down to soft sands, perfect for soaking up the sun or enjoying a leisurely stroll along the shore.
  • Railroad Museum of Long Island: Immerse yourself in local culture at the Railroad Museum of Long Island, just 6.4km away. This fascinating museum showcases the rich history of railroads in the region, featuring vintage trains and informative exhibits that are sure to delight history enthusiasts.
  • Sag Harbor Marine Park: For outdoor adventure, visit Sag Harbor Marine Park, situated 12.9km from Southold. This marina offers various activities like kayaking and fishing, along with stunning views and a relaxing beach atmosphere perfect for family outings.

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

When planning your trip to Southold, New York, you can choose from several nearby airports. Islip, NY (ISP-MacArthur) is 64.4km away and offers hotels like Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport. New Haven, CT (HVN-Tweed) is another option, situated 45.1km away, with top-rated hotels such as Omni New Haven Hotel at Yale, just 4.8km from the airport. Lastly, East Hampton, NY (HTO) is conveniently located 19.3km away, with luxury accommodations like Mill House Inn and Topping Rose House, both within 4.8km of the airport, making travel to Southold easy and comfortable.

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.