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

Southold Hotels

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Check prices for these dates

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Southold hotels

1. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Masayo
€269
includes taxes & fees
1 Nov - 2 Nov
The Shoals Suites and Slips

2. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
€221
includes taxes & fees
1 Nov - 2 Nov
Sound View Greenport

3. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Antrii
€208
includes taxes & fees
2 Nov - 3 Nov
The Harbor Front Inn

4. The Chequit

The Chequit
The Heights
United States
Patrick
€183
includes taxes & fees
1 Nov - 2 Nov
The Chequit

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
€286
includes taxes & fees
1 Nov - 2 Nov
Silver Sands Motel & Beach Bungalows

6. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
William
€271
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums

7. Zey Hotel

Zey Hotel
Greenport
United States
Renee
€186
includes taxes & fees
13 Oct - 14 Oct
Zey Hotel

8. House on Chase Creek

House on Chase Creek
The Heights
United States
Tracey
€189
includes taxes & fees
2 Nov - 3 Nov
House on Chase Creek

9. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
€205
includes taxes & fees
13 Oct - 14 Oct
Shelter Island House

10. North Fork Resort

North Fork Resort
Greenport
United States
Harold
€272
includes taxes & fees
13 Oct - 14 Oct
North Fork Resort

11. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
€223
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn

12. Shorewood Inn

Shorewood Inn
Riverhead
United States
Dennis
€105
includes taxes & fees
13 Oct - 14 Oct
Shorewood Inn

13. Oyster Estate

Oyster Estate
Greenport
United States
Allison
€253
includes taxes & fees
9 Nov - 10 Nov
Oyster Estate

14. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Frank
€146
includes taxes & fees
28 Oct - 29 Oct
The Bentley Hotel Southampton

15. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
€292
includes taxes & fees
13 Oct - 14 Oct
American Beech Hotel

16. The Atlantic Hotel

The Atlantic Hotel
Southampton
United States
Chris
€132
includes taxes & fees
28 Oct - 29 Oct
The Atlantic Hotel

17. The Menhaden

The Menhaden
Greenport
United States
Daniel
€388
includes taxes & fees
11 Nov - 12 Nov
The Menhaden

18. Clinton Motel

Clinton Motel
Clinton
United States
Selena
€80
includes taxes & fees
13 Oct - 14 Oct
Clinton Motel

19. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
United States
Timothy
€161
includes taxes & fees
13 Oct - 14 Oct
Ocean View Terrace Inn

20. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
virginia
€88
includes taxes & fees
14 Oct - 15 Oct
Pier Blue Inn Old Saybrook - Essex
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Stay near popular Southold attractions

Sparkling Pointe

8.8/10 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savour their diverse bubblies in an elegant tasting room with vineyard views.
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Croteaux Vineyards

10.0/10 (12 reviews)
America's only all-rosé vineyard offers a taste of Provence in New York's North Fork. Savour wine flights in the picturesque garden setting, complete with rustic barn and seaside charm.
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Sannino's Bella Vita Vineyard

9.6/10 (4 reviews)
This intimate vineyard offers personalised expert-guided wine tastings amid sustainable vineyards. Experience their unique White Merlot overlooking scenic North Fork landscapes or stay at their on-site B&B.
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Osprey's Dominion

9.6/10 (5 reviews)
This award-winning North Fork winery showcases sustainable viticulture through distinctive Sauvignon Blanc and Merlot offerings. Enjoy tastings on their spacious lawn with weekend live music and picnic areas.
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The Old Field Vineyards

9.6/10 (5 reviews)
This family-owned vineyard, Long Island's oldest continuously operated winery, offers handcrafted wines in a rustic setting. Enjoy tastings on expansive lawns overlooking Southold Bay.
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Custer Institute and Observatory

Long Island's oldest public observatory invites you to explore the cosmos through powerful telescopes every Saturday night. Enjoy guided stargazing at this historic astronomical sanctuary established in 1927.
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Horton Lane Beach

9.0/10 (4 reviews)
This rocky shoreline along Long Island Sound offers peaceful views beside the historic Horton Point Lighthouse. Explore maritime heritage at the adjacent Nautical Museum, open seasonally.
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McCabe's Beach

Why not spend a lazy afternoon at McCabe's Beach during your trip to Southold? Stroll along the beaches or discover the area's sunsets.
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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.

See all hotels in Southold
A coastal landscape with a white church on a grassy hill, overlooking a sandy beach and the ocean.

Top Southold Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Beautiful place. Staff were very helpful and polite."
Deborah 1-night trip
Posted 6 hours ago
Water's Edge Resort & Spa
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

10/10 Excellent
"The hotel is a little dated but clean. The staff are nice and the breakfast was good."
Dana 2-night trip
Posted 9 hours ago
Quality Inn Old Saybrook - Westbrook
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Very Very Clean!!! Staff was excellent!!!"
John 2-night trip
Posted 9 hours ago
The Bentley Hotel Southampton
Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"The room was small but it was spotless. The bed was super comfortable, shower had great water pressure and nice hot water. Would highly recommend!"
Debra 1-night trip
Posted 11 hours ago
Greenview Inn Riverhead
Budget Host East End

Budget Host East End

10/10 Excellent
"La habitación estaba limpia, el baño también. Las camas talvez deberían ser más firmes, pero por lo demás la estadía en el hotel estuvo muy cómoda"
Juan 2-night trip
Posted 12 hours ago
Budget Host East End
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Beautiful property. Lovely rooms."
Meredith 1-night trip
Posted 14 hours ago
The Hampton Maid
Shorewood Inn

Shorewood Inn

8/10 Good
"Great 👍"
Frank 1-night trip
Posted 14 hours ago
Shorewood Inn
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"Very clean property, beautiful view, and quiet."
Masayo 1-night trip
Posted 15 hours ago
The Shoals Suites and Slips
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"We changed our plans and spent all three afternoons at the spa and pool because it was so relaxing and lovely. The outdoor pool overlooked the marina and the indoor pool, sauna and whirpool helped invigorate us. The duck and risotto at the restaurant was excellent. The staff was incredibly helpful and attentive. We will be back again."
Leslie 2-night trip
Posted 15 hours ago
Saybrook Point Resort & Marina

More cheap stays in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
€88
14 Oct - 15 Oct
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
€91
13 Oct - 14 Oct
includes taxes & fees
6.8/10 (898 reviews)
Budget Host East End
Greenview Inn Riverhead

Greenview Inn Riverhead

1433 W Main St Riverhead NY
€117
1 Nov - 2 Nov
includes taxes & fees
7.4/10 Good! (889 reviews)
Greenview Inn Riverhead
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
€132
28 Oct - 29 Oct
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
€146
28 Oct - 29 Oct
includes taxes & fees
9.6/10 Exceptional! (598 reviews)
The Bentley Hotel Southampton
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
€216
13 Oct - 14 Oct
includes taxes & fees
9.2/10 Wonderful! (803 reviews)
The Hampton Maid

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 a restaurant and private balconies. Other good choices for your stay in the area are Pier Blue Inn Old Saybrook - Essex and Water's Edge Resort & Spa. See all available top hotels, or vacation rentals in Southold.
What are some of the best holiday rentals that Southold has to offer?
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This holiday home rental outside of Southold offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 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?
Water's Edge Resort & Spa: Features a seasonal outdoor pool, an indoor pool and a private beach. Sound View Greenport and The Atlantic Hotel 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. In Southold, there are 141 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. A couple of additional sights to add to your itinerary are Sparkling Pointe and Croteaux Vineyards. 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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