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

Southold Hotels

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Our top choices for Southold hotels

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (321 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is €90
includes taxes & fees
20 Jul - 21 Jul
Clinton Motel

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (158 reviews)
"Clean and quiet, very nice for a weekend away"
United States
Jill
The price is €115
includes taxes & fees
26 Jul - 27 Jul
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, (1,016 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is €92
includes taxes & fees
19 Jul - 20 Jul
Pier Blue Inn Old Saybrook - Essex

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (292 reviews)
"Had an amazing stay here during the off season with our newborn. The room was clean and grounds were beautifully maintained. Can’t wait to come back here this summer to see the property in full action."
United States
Kelsey
The price is €394
includes taxes & fees
28 Jul - 29 Jul
The Shoals Suites and Slips

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.4 out of 10, Good, (91 reviews)
"Spent a night here for my girlfriends birthday and it was just what the Dr ordered. The room was cozy with a humongous bathroom, GREAT SHOWER PRESSURE,plenty of windows,oh and we had a few cool options on nearby places to eat. Definitely coming back in the summer."
United States
Steven
The price is €159
includes taxes & fees
15 Jul - 16 Jul
Hampton Bays Hotel on Main

The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (87 reviews)
"Very nice property"
United States
Steven
The price is €246
includes taxes & fees
11 Aug - 12 Aug
The Penny Lane

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (244 reviews)
"Staff was helpful. Place is quiet. Room was a little outdated."
United States
Samantha
The price is €80
includes taxes & fees
15 Jul - 16 Jul
Lamplighter Motel - Clinton, Connecticut

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (350 reviews)
"The hotel was very clean and updated in a great location."
United States
Jill
The price is €284
includes taxes & fees
3 Aug - 4 Aug
Zey Hotel

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (661 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is €90
includes taxes & fees
14 Jul - 15 Jul
Liberty Inn

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,002 reviews)
"easy access from highway and lot of parking"
Canada
Cesare
The price is €119
includes taxes & fees
3 Aug - 4 Aug
Quality Inn Old Saybrook - Westbrook

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (186 reviews)
"Room was very nice, the staff was very helpful and polite. Will most definitely stay here again on my next trip."
United States
Jeffrey
The price is €236
includes taxes & fees
16 Jul - 17 Jul
The Niantic Inn

Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (349 reviews)
"Beautiful property, staff went above & beyond. Great location as well."
United States
Rhonda
The price is €203
includes taxes & fees
26 Jul - 27 Jul
Hampton's Vacation Inn

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, (250 reviews)
"It was great. Easy check in and check out. Love that the chexk out qas at 11 and noe wicked early. If i go to a event in the area again i would definitely stay here again."
United States
Christina
The price is €111
includes taxes & fees
14 Jul - 15 Jul
Tower Inn And Suites Of Guilford - Madison

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (778 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is €163
includes taxes & fees
20 Jul - 21 Jul
Shorewood Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (488 reviews)
"The owner is amazing. She is very friendly and informative! There are fun smacks. The rooms are super clean and comfortable!"
United States
Rosemary
The price is €279
includes taxes & fees
4 Aug - 5 Aug
Hamlet Inn

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (268 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is €227
includes taxes & fees
26 Jul - 27 Jul
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, (933 reviews)
"Good area and served purpose for the price. Rooms could use some cosmetic updates."
United States
Stephanie
The price is €85
includes taxes & fees
26 Jul - 27 Jul
Super 8 by Wyndham Old Saybrook

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (30 reviews)
"Great stay & great staff!"
United States
James
The price is €409
includes taxes & fees
27 Jul - 28 Jul
North Fork Resort

Budget Host East End

Budget Host East End
2.0 star property
Riverhead
6.8 out of 10, (833 reviews)
"We stood over July 4th wknd and honestly it was not bad at all. Room was very nice and clean, bed was super comfortable. Easy access to restaurants around town. Pool area and pool itself was very clean. It's good for a little getaway!"
United States
Jorge
The price is €125
includes taxes & fees
16 Jul - 17 Jul
Budget Host East End

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, (483 reviews)
"Nice place , served it's purpose. Bed was very comfortable."
United States
Kenneth
The price is €81
includes taxes & fees
20 Jul - 21 Jul
Econo Lodge Inn & Suites Old Saybrook Westbrook
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

  • Stunning Beaches: Southold boasts beautiful beaches, perfect for relaxation and enjoying the scenic coastline.
  • Wine Tours: Experience exquisite winery tours and savour some of the finest wines from the region.
  • Outdoor Activities: Engage in a variety of outdoor adventures, including golfing and exploring recreational areas.
  • Rich History: Discover the intriguing Southold Historical Museum, showcasing the area's cultural heritage.
  • Charming Accommodations: Enjoy a range of delightful hotels and agritourism properties catering to diverse preferences.

Find great hotels near Southold

Explore a range of delightful hotel options in Southold, New York, perfect for a memorable getaway. From charming agritourism properties to family-friendly hotels, this area caters to diverse needs, including pet-friendly accommodations and adventure-filled experiences. Whether you seek luxurious suites or cosy rooms, Southold offers the best hotels to suit your holiday desires.

  • Sound View Greenport: Nestled along the picturesque coastline, Sound View Greenport is a charming 3.5-star hotel that offers an inviting atmosphere for beach lovers and families alike. Located 4.8km from Southold, this property features direct access to the beach, allowing guests to fully immerse themselves in the seaside experience. With a guest rating of 8.4 out of 10, it caters to both children and pets, providing complimentary cribs and window guards for added safety. The pet-friendly policy ensures that furry companions can join the holiday fun, making it an excellent choice for those travelling with pets.
  • Stirling House Bed & Breakfast: A delightful retreat located 8.0km from Southold, Stirling House Bed & Breakfast is a 3-star establishment renowned for its warm hospitality and exceptional guest rating of 9.8 out of 10. This quaint bed and breakfast offers a complimentary full breakfast, allowing guests to start their day with a hearty meal. With nearby bicycle rentals and various recreational activities, guests can easily explore the surrounding beauty. The property boasts captivating views of the waterfront, creating a serene atmosphere that is perfect for relaxation after a day of adventure.
  • Sag Harbor Inn: Situated 12.9km from Southold, Sag Harbor Inn is a sophisticated 3.5-star hotel ideal for business travellers seeking a tranquil yet convenient base. With a commendable guest rating of 9.4 out of 10, this inn combines comfort with professionalism, offering a peaceful environment for work and relaxation. The property caters to those on business trips, ensuring a seamless experience with its amenities and facilities that support productivity, while still providing a tranquil retreat in the charming village of Sag Harbor.

Where to stay near Southold

Southold, New York, offers a delightful blend of outdoor adventures and romantic escapes, making it an ideal destination for all types of travellers. Explore the charming streets of Southold, bask in the sunny weather, and enjoy family-friendly excursions in the surrounding areas. With its stunning scenery and rich historical charm, Southold promises an unforgettable experience filled with relaxation and entertainment, perfect for those seeking a memorable holiday in the heart of Long Island.

  • Greenport: Nestled a mere 6.4km from Southold, Greenport is a charming coastal city that captures the essence of seaside living. Known for its vibrant outdoor and romantic experiences, visitors flock here for its stunning beaches and recreational areas. The summer months, particularly June through August, see a surge in travellers eager to enjoy music concerts, local golf courses, and the picturesque parks. Greenport’s local landmarks, including its family-friendly beaches, offer the perfect backdrop for a relaxed day by the water, making it an ideal spot for families and couples alike.
  • Mattituck: Located 12.9km away from Southold, Mattituck is a delightful city that blends outdoor adventures with entertainment. This charming locale attracts visitors primarily during the warmer months, from June to August, when its golf courses and local markets come alive. With its proximity to beautiful beaches and tranquil lakes, Mattituck is a haven for those seeking both relaxation and recreation. The area's romantic atmosphere is enhanced by its scenic surroundings, providing a perfect escape for couples looking to unwind and enjoy nature together.
  • Hamptons: Just 16.1km from Southold lies the renowned Hamptons, a destination synonymous with beachside luxury and outdoor fun. The region experiences a seasonal influx of visitors, particularly from June to August, drawn by its stunning family beaches and picturesque lakes. Known for its romantic vibe, the Hamptons offer a plethora of activities, including golf and skiing. This area is perfect for those wanting to indulge in a blend of leisure and adventure, making it a must-visit for anyone looking to experience the quintessential summer getaway.

Things to do near Southold

Shopping

In Southold, explore local shops for unique gifts and souvenirs, such as The Village Cheese Shop and Greenport Antiques. If you're up for a drive, head to Tanger Outlets Riverhead, located 16.1km away, featuring a range of brand-name outlets and dining options.

Recreation

In Southold, the Core Wellness Spa offers a tranquil environment with a range of therapeutic treatments, including massages and facials tailored to your needs. Nearby, the Peconic Bay Winery provides a serene setting for leisurely strolls and tastings, allowing you to savour local wines amidst picturesque vineyards.

Adventure

Riverhead Raceway, located 29.0km from Southold, offers thrilling motor racing experiences with an electrifying atmosphere. Alternatively, Waterford Speedbowl, 43.5km away, provides an exciting venue for motorsport enthusiasts, showcasing competitive racing amidst a vibrant, adventurous setting.

Nightlife

In Southold, the nightlife is more laid-back, with charming venues like the Southold Fish Market offering casual dining and local drinks. For a vibrant experience, visit the nearby Greenport, known for its lively bars and waterfront views, creating a relaxed yet enjoyable atmosphere for visitors.

*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 when accommodation prices are lower. Tuesdays are the best days for cheaper stays, while Saturdays tend to be pricier. Use Expedia to refine your search and filter for affordable hotels. Look for package deals that combine flights and hotel bookings for added savings. Additionally, take advantage of free local activities and explore the area on foot to keep transport costs down.

  • 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: Utilise the search tool on Expedia to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. To uncover the most competitive prices and offers, arrange the price filter from low to high.
  • Consider bundling your trip: You can potentially save money by combining your Southold hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Southold

Southold is perfect for a romantic and outdoor-themed getaway, offering a variety of attractions. Visitors can explore beautiful beaches, urban parks, and the intriguing Southold Historical Museum, while also enjoying the serene Southold Bay. This charming destination caters to those seeking cultural experiences and outdoor adventures, ensuring a delightful vacation for all types of travellers.

  • Horton Lane Beach: Experience the laid-back beach vibes at Horton Lane Beach, where you can unwind on the sandy shores and enjoy the soothing sounds of the waves. It's an ideal spot for sunbathing or a leisurely stroll along the coastline, immersing yourself in the natural beauty of Southold.
  • Orient Point County Park: Located 19.3km from Southold, this urban park offers family-friendly activities amidst scenic city surroundings. Enjoy picnicking, hiking, and exploring the great outdoors, making it a delightful retreat for those seeking a blend of nature and community.
  • Horton Point Park: Discover the rich cultural heritage at Horton Point Park, home to a historic lighthouse. Stroll through the park's scenic paths while absorbing the fascinating maritime history and enjoy panoramic views of the Long Island Sound.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 major airports within reach. Newark Liberty International Airport (EWR) is situated 152.9km away, with nearby hotels such as 11 Howard and Fouquet's New York, both offering luxurious stays 14.5km from the airport. Hartford's Bradley International Airport (BDL) is located 98.2km away, with options like Candlewood Suites Windsor Locks just 1.4km from the terminal. Further, John F. Kennedy International Airport (JFK) is 123.9km distant, featuring hotels like The William Vale, a 5-star option 17.7km from the airport. Each airport provides various transportation services for easy access to Southold.

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 traveller data. This hotel offers private balconies and a bar. Other good choices for your stay in the area are Pier Blue Inn Old Saybrook - Essex and Sound View Greenport. See all available top hotels, or vacation rentals in Southold.
What are some of the best holiday rentals that Southold has to offer?
Perfect Waterfront Family Vacation Home next to the best vineyards in NY!: This highly rated holiday home rental in Southold is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all vacation rentals in Southold.
If I need to cancel my hotel reservation in Southold, will I receive a refund?
Yes, most hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Southold.
What's the best dog-friendly accommodation option in Southold?
White Blossom House Inn is a top hotel for people travelling 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.
What are some accommodation options with pools in Southold?
Sound View Greenport: Provides a private beach, a seasonal outdoor pool and 2 bars. Water's Edge Resort & Spa and The Bentley Hotel Southampton are a couple of other choices that offer an on-site pool. View all hotels with pools in Southold.
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 139 hotels and other accommodation options to choose from. Find out more about Southold.
What should I do while I'm visiting Southold?
The picturesque setting of McCabe's Beach and Horton Lane Beach exemplify the area's natural beauty. Additionally, you'll find The Hamptons Beaches in the area. Take a look at what more there is to see and do in Expedia's Southold guide.
What's the best way to 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 temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Southold is 1452 mm.

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