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

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Check prices for these dates

Tonight
26 Sep - 27 Sep
Tomorrow
27 Sep - 28 Sep
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 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
Melissa
SAR 758
SAR 960 total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips

2. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
SAR 874
SAR 1,106 total
includes taxes & fees
27 Oct - 28 Oct
Sound View Greenport

3. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sarah
SAR 1,135
SAR 1,297 total
includes taxes & fees
27 Oct - 28 Oct
Silver Sands Motel & Beach Bungalows

4. Zey Hotel

Zey Hotel
Greenport
United States
Renee
SAR 634
SAR 724 total
includes taxes & fees
28 Sep - 29 Sep
Zey Hotel

5. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
SAR 886
SAR 1,428 total
includes taxes & fees
25 Oct - 26 Oct
Cliffside Resort Condominiums

6. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Jordan
SAR 774
SAR 992 total
includes taxes & fees
26 Oct - 27 Oct
The Harbor Front Inn

7. The Chequit

The Chequit
The Heights
United States
Kristin
SAR 715
SAR 817 total
includes taxes & fees
25 Oct - 26 Oct
The Chequit

8. North Fork Resort

North Fork Resort
Greenport
United States
Harold
SAR 956
SAR 1,092 total
includes taxes & fees
26 Oct - 27 Oct
North Fork Resort

9. The Menhaden

The Menhaden
Greenport
United States
Lisa
SAR 1,252
SAR 1,581 total
includes taxes & fees
29 Sep - 30 Sep
The Menhaden

10. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
SAR 860
SAR 1,133 total
includes taxes & fees
1 Oct - 2 Oct
American Beech Hotel

11. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
SAR 756
SAR 863 total
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House

12. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
SAR 808
SAR 923 total
includes taxes & fees
12 Oct - 13 Oct
House on Chase Creek

13. Oyster Estate

Oyster Estate
Greenport
United States
Elizabeth
SAR 1,186
SAR 1,495 total
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate

14. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
SAR 1,216
SAR 1,390 total
includes taxes & fees
5 Oct - 6 Oct
Sag Harbor Inn

15. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
SAR 1,177
SAR 1,345 total
includes taxes & fees
1 Oct - 2 Oct
West Neck Guesthouse

16. Clinton Motel

Clinton Motel
Clinton
United States
Selena
SAR 293
SAR 337 total
includes taxes & fees
27 Sep - 28 Sep
Clinton Motel

17. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Frank
SAR 541
SAR 618 total
includes taxes & fees
15 Oct - 16 Oct
The Bentley Hotel Southampton

18. Shorewood Inn

Shorewood Inn
Riverhead
United States
KAREN
SAR 321
SAR 367 total
includes taxes & fees
27 Sep - 28 Sep
Shorewood Inn

19. The Captain Stannard

The Captain Stannard
Westbrook Center
United States
Deborah
SAR 729
SAR 809 total
includes taxes & fees
11 Oct - 12 Oct
The Captain Stannard

20. Hamlet Inn

Hamlet Inn
Southampton
United States
Thomas
SAR 476
SAR 615 total
includes taxes & fees
27 Sep - 28 Sep
Hamlet Inn
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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. Savor 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. Savor 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 personalized 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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Horton Point Park

9.4/10 (3 reviews)
This 1857 lighthouse stands sentinel over Long Island Sound, housing a nautical museum filled with maritime artifacts. Climb to the top for panoramic views, then follow the nature trail to the peaceful rocky beach below.
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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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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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Mattebella Vineyards

8.0/10 (4 reviews)
This family-run vineyard crafts sustainable wines in an intimate North Fork setting. Enjoy personalized tastings with garden-to-table pairings on the patio overlooking lush vines.
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Corey Creek Winery

9.6/10 (5 reviews)
This boutique North Fork vineyard crafts innovative wines like White Cabernet Franc using indigenous yeasts. Savor sustainable vintages on their elevated deck with bay views while enjoying live music and lawn games.
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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 pebbled beach at sunset with the sun reflecting on the water.
Photo by Benny Goh

Top Southold Hotel Reviews

Zey Hotel

Zey Hotel

8/10 Good
"We got off the Orient Point ferry late in evening and were welcomed so warmly by the host! Its like stepping back to a lovely time with the cozy living room on 2 floors and elegant furnishings. The complimentary coffee and lemon water. We loved the cozy feel of the living room that we just picked up muffins from a bakery and ate them with the coffee there. The ONLY reason we gave 4 stars, not 5 is the room had no sound barrier abd we heard next door t.v. on til almost midnight. We loved our stay other than that.0"
alison g 1-night trip
Posted 3 hours ago
Zey Hotel
Sag Harbor Inn

Sag Harbor Inn

10/10 Excellent
"We asked for a second floor room. The room was large and mostly very quiet. Pillows and bedding were very good. Breakfast included yogurt, oatmeal (from packets), hard boiled eggs. Sugar free yogurt would have been good. Only about a five minute walk from the center of town. Convenient location for exploring the area."
Philip 4-night trip
Posted 11 hours ago
Sag Harbor Inn
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

8/10 Good
"Good hotel benefited by a good lobby and the delightful Annabel who welcomed us when we arrived after a long journey and managed to arrange food for my family just before the kitchen closed. She looked after us and friends over our stay and made us all very welcome Rooms were spacious though a little dark and we were surprised that given the cost of the hotel room they were only cleaned every other day Facilities are good though and it’s a great base to visit this lovely island. Would happily stay here again"
LOUISE M 3-night trip
Posted 1 day ago
Hilton Garden Inn Riverhead
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"This place is awesome! It is very well appointed and very comfortable beds. It's a beautiful space with lots of outdoor space and lovely views of the small marina next door. We were in town for just one night, wish we could have stayed longer. I'd go back in a heartbeat!"
Susan 1-night trip
Posted 4 days ago
The Shoals Suites and Slips
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Beautiful and clean room and property with a gorgeous marina view. Friendly and helpful staff. I thoroughly enjoyed my stay, and intend to return."
Joseph 1-night trip
Posted 4 days ago
Saybrook Point Resort & Marina
Budget Host East End

Budget Host East End

8/10 Good
"Staff"
Harvey 2-night trip
Posted 5 days ago
Budget Host East End
Hyatt Place Long Island East End

Hyatt Place Long Island East End

8/10 Good
"Great hotel, Not for $500 per night though"
Brian 2-night trip
Posted 7 days ago
Hyatt Place Long Island East End
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Miguel 2-night trip
Posted 13 days ago
Faraway Sag Harbor

More cheap stays in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
SAR 306
SAR 352 total
29 Sep - 30 Sep
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
SAR 334
SAR 382 total
27 Sep - 28 Sep
includes taxes & fees
6.8/10 (893 reviews)
Budget Host East End
Greenview Inn Riverhead

Greenview Inn Riverhead

1433 W Main St Riverhead NY
SAR 433
SAR 495 total
29 Sep - 30 Sep
includes taxes & fees
Greenview Inn Riverhead
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
SAR 363
SAR 509 total
27 Oct - 28 Oct
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
SAR 541
SAR 618 total
15 Oct - 16 Oct
includes taxes & fees
The Bentley Hotel Southampton
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
SAR 794
SAR 907 total
26 Oct - 27 Oct
includes taxes & fees
The Hampton Maid

Find out more about Southold

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.

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 a restaurant and private balconies. Other good choices for your trip to 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's the top vacation rental in Southold?
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This vacation home rental outside of Southold offers an outdoor pool, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation 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, 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?
Water's Edge Resort & Spa: Provides a seasonal outdoor pool, an indoor pool, and a private beach. The Atlantic Hotel 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 141 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 McCabe's Beach and Horton Lane 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.