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Our top choices for Southold hotels

1. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (351 reviews)
"The shoals was a perfect place for our north fork adventures. The staff was very friendly and extremely accommodating! The location was beautiful and very relaxing."
United States
William
The price is SAR 696
SAR 889 total
includes taxes & fees
16 Nov - 17 Nov
The Shoals Suites and Slips

2. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (193 reviews)
"Amazing place to stay with a great location. We will definitely be back!"
United States
Kathleen
The price is SAR 776
SAR 887 total
includes taxes & fees
1 Dec - 2 Dec
Silver Sands Motel & Beach Bungalows

3. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (768 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is SAR 558
SAR 745 total
includes taxes & fees
14 Dec - 15 Dec
Sound View Greenport

4. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (449 reviews)
"Great place to stay for a walkable visit to Greenport NY. Comfy bed, great rooms for hanging out, close to everything."
United States
JoAnn
The price is SAR 584
SAR 667 total
includes taxes & fees
15 Dec - 16 Dec
Zey Hotel

5. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (676 reviews)
"Clean and comfortable room. Great location to walk around town. Nice continental breakfast."
United States
Jessika
The price is SAR 507
SAR 687 total
includes taxes & fees
13 Dec - 14 Dec
The Harbor Front Inn

6. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (78 reviews)
"We enjoyed our stay!"
Australia
Nicholas
The price is SAR 676
SAR 772 total
includes taxes & fees
16 Nov - 17 Nov
The Chequit

7. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (302 reviews)
"convenient location, clean & updated room. great stay :)"
United States
Jacqueline
The price is SAR 676
SAR 851 total
includes taxes & fees
2 Dec - 3 Dec
Oyster Estate

8. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is SAR 896
SAR 1,174 total
includes taxes & fees
16 Nov - 17 Nov
American Beech Hotel

9. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (197 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is SAR 954
SAR 1,259 total
includes taxes & fees
14 Dec - 15 Dec
The Menhaden

10. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is SAR 694
SAR 793 total
includes taxes & fees
16 Nov - 17 Nov
House on Chase Creek

11. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is SAR 1,170
SAR 1,336 total
includes taxes & fees
22 Nov - 23 Nov
North Fork Resort

12. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (689 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
The price is SAR 822
SAR 939 total
includes taxes & fees
16 Nov - 17 Nov
Sag Harbor Inn

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (300 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is SAR 721
SAR 1,240 total
includes taxes & fees
26 Nov - 27 Nov
Cliffside Resort Condominiums

14. Seven - A Resort Style Inn

Seven - A Resort Style Inn
2.0 star property
Shelter Island Heights
The price is SAR 1,365
SAR 1,560 total
includes taxes & fees
20 Nov - 21 Nov
Seven - A Resort Style Inn

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (322 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is SAR 1,095
SAR 1,377 total
includes taxes & fees
16 Dec - 17 Dec
Faraway Sag Harbor

16. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (619 reviews)
"great spot to stay,"
United States
Armando
The price is SAR 443
SAR 506 total
includes taxes & fees
22 Nov - 23 Nov
The Bentley Hotel Southampton

17. Bridgehampton Inn

Bridgehampton Inn
3.5 star property
Bridgehampton
9.4 out of 10, Exceptional, (232 reviews)
"Wonderful staff - excellent food and service"
United States
Cori
The price is SAR 1,122
SAR 1,282 total
includes taxes & fees
16 Nov - 17 Nov
Bridgehampton Inn

18. A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (107 reviews)
"We loved this place! Gorgeous, well-appointed, clean, charming, staff friendly and helpful."
United States
Annabel
The price is SAR 1,111
SAR 1,270 total
includes taxes & fees
16 Nov - 17 Nov
A Room At The Beach

19. The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.4 out of 10, Exceptional, (820 reviews)
"Love this place clean, private ,peaceful"
United States
Diane
The price is SAR 778
SAR 889 total
includes taxes & fees
16 Dec - 17 Dec
The Hampton Maid

20. The Preston House & Hotel

The Preston House & Hotel
3.5 star property
Riverhead
9.8 out of 10, Exceptional, (476 reviews)
"The staff was very accommodating and helpful - room was perfect for our needs for the night - will definitely stay again ❤️"
United States
Fayth
The price is SAR 858
SAR 980 total
includes taxes & fees
16 Nov - 17 Nov
The Preston House & 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.

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 coastal landscape with a white church on a grassy hill, overlooking a sandy beach and the ocean.

Top Southold Hotel Reviews

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.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
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

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: 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 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.

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.

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.