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

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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, (296 reviews)
"It is a beautiful upscale property. The rooms are very comfortable & had all the amenities you needed. Very good location making it accessible for anything you wanted to do in the area."
United States
Sue
The price is NT$11,994
NT$14,510 total
includes taxes & fees
Jul 26 - Jul 27
The Shoals Suites and Slips

2. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (94 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is NT$21,180
NT$26,618 total
includes taxes & fees
Aug 16 - Aug 17
The Pridwin Hotel

3. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (272 reviews)
"Comfortable and clean, and the beach location is amazing. The sunset was spectacular. We will definitely come back again!"
United States
Suzanne
The price is NT$14,481
NT$17,946 total
includes taxes & fees
Jul 28 - Jul 29
Cliffside Resort Condominiums

4. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (667 reviews)
"Location was the best. Enjoyed using the pool. View from the room of the Long Island sound was incredible. We had dinner at Haylard restaurant. On the premises and it was delicious."
United States
rosemary
Sound View Greenport

5. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (354 reviews)
"Great place! We really Enjoyed the room and vibe !"
United States
Zoe
The price is NT$7,839
NT$8,956 total
includes taxes & fees
Aug 17 - Aug 18
Zey Hotel

6. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (159 reviews)
"Lovely lodging"
United States
Timothy
The price is NT$25,002
NT$28,565 total
includes taxes & fees
Jul 29 - Jul 30
Silver Sands Motel & Beach Bungalows

7. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (627 reviews)
"Lovely updated rooms with a modern but cozy feel. Loved our balcony with view of the marina. Enjoyed the pool and “in town”, walk to everything location."
United States
Kim
The price is NT$15,408
NT$19,263 total
includes taxes & fees
Aug 16 - Aug 17
The Harbor Front Inn

8. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (32 reviews)
"Great stay & great staff!"
United States
James
The price is NT$17,043
NT$19,472 total
includes taxes & fees
Aug 2 - Aug 3
North Fork Resort

9. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (185 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is NT$16,721
NT$20,394 total
includes taxes & fees
Jul 19 - Jul 20
The Menhaden

10. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (202 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is NT$14,162
NT$17,471 total
includes taxes & fees
Jul 21 - Jul 22
American Beech Hotel

11. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (644 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is NT$15,130
NT$17,286 total
includes taxes & fees
Jul 21 - Jul 22
Sag Harbor Inn

12. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (60 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is NT$10,202
NT$11,656 total
includes taxes & fees
Jul 30 - Jul 31
Shelter Island House

13. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (40 reviews)
"location!"
United States
Sharon
The price is NT$12,339
NT$14,098 total
includes taxes & fees
Jul 21 - Jul 22
The Chequit

14. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (780 reviews)
"Parking was easy. The grounds and room were clean. It was 5 minutes away from the Jamesport Triathlon."
United States
Diane
The price is NT$5,252
NT$6,000 total
includes taxes & fees
Jul 22 - Jul 23
Shorewood Inn

15. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (547 reviews)
"Great location and hotel"
United States
Yossef
The price is NT$9,646
NT$11,827 total
includes taxes & fees
Jul 19 - Jul 20
The Bentley Hotel Southampton

16. Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,001 reviews)
"Excellent hotel."
United States
Yiran
The price is NT$9,259
NT$10,578 total
includes taxes & fees
Jul 26 - Jul 27
Hyatt Place Long Island East End

17. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (323 reviews)
"It was a nice motor lodge with chairs for sitting outside. There’s also a pool out back that was great."
United States
David
The price is NT$2,871
NT$3,302 total
includes taxes & fees
Jul 19 - Jul 20
Clinton Motel

18. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very Good, (42 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is NT$10,114
NT$11,555 total
includes taxes & fees
Jul 26 - Jul 27
West Neck Guesthouse

19. Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (161 reviews)
"Clean and quiet, very nice for a weekend away"
United States
Jill
The price is NT$3,412
NT$3,924 total
includes taxes & fees
Jul 26 - Jul 27
Spark by Hilton Guilford

20. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (268 reviews)
"Loved the beautiful porch and closeness to beach. The bed and linens were so comfortable."
United States
Judith
The price is NT$7,546
NT$8,376 total
includes taxes & fees
Jul 19 - Jul 20
The Captain Stannard
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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

Hotels in Southold with star-rating

Find out more about Southold

Top reasons to visit Southold

  • Scenic Beaches: Southold boasts beautiful beaches perfect for relaxation and outdoor activities.
  • Vineyard Tours: Explore nearby vineyards and indulge in wine tastings for a delightful experience.
  • Outdoor Activities: Enjoy golfing and recreational areas that cater to adventure enthusiasts.
  • Historical Sites: Visit the Southold Historical Museum to immerse yourself in local history and culture.
  • Charming Neighborhoods: Discover quaint neighborhoods that showcase the area's rich heritage and luxury experiences.

Find great hotels near Southold

Experience the charm of Southold, New York, with a variety of accommodation options to suit every traveler. From pet-friendly hotels to family-friendly suites, you’ll find the perfect place to unwind after a day of adventure. Discover the best Southold hotels that offer comfort and unique agritourism experiences, ensuring a memorable stay in this picturesque destination.

  • Sound View Greenport: Situated just a short drive from Southold, Sound View Greenport offers a delightful beachside retreat that caters to families and pet owners alike. With a guest rating of 8.4 out of 10, this 3.5-star hotel provides direct access to the beach, making it ideal for those seeking sun and sand. The property is well-equipped with amenities for children, including complimentary cribs and safety features like window guards. Pet-friendly policies allow dogs and cats, ensuring no family member is left behind. Whether you’re enjoying a beach day or exploring the local area, this hotel offers a relaxing atmosphere for all.
  • Sag Harbor Inn: Located 13km from Southold, the Sag Harbor Inn is a sophisticated choice for business travelers, boasting a stellar guest rating of 9.4 out of 10. This 3.5-star lodging is perfect for professionals seeking a convenient and comfortable stay while conducting business in the Hamptons. The inn features well-appointed rooms and a tranquil ambiance, making it an ideal place to unwind after a busy day. Its proximity to local dining and entertainment options enhances the overall experience for guests looking to balance work and leisure.
  • The Harbor Front Inn: Just 6km from Southold, The Harbor Front Inn provides a charming blend of business and leisure accommodations with a guest rating of 8.8 out of 10. This 3.5-star property welcomes pets, allowing your furry companions to join you during your stay. With essential business amenities and a picturesque waterfront location, guests can enjoy both productivity and relaxation. The inn's comfortable rooms and welcoming atmosphere make it a convenient choice for those traveling for work or leisure in the area.

Where to stay near Southold

Discover the charm of Southold, New York, where outdoor adventures meet romantic escapes. Enjoy family-friendly activities and sunny weather while exploring the scenic beauty of nearby vineyards and beaches. Don't miss the quaint neighborhoods that offer a glimpse into the area's rich history and luxury experiences. From local excursions to breathtaking landscapes, Southold promises an unforgettable vacation filled with delightful moments and beautiful surroundings.

  • Hamptons: Located approximately 16km from Southold, the Hamptons are a renowned getaway known for their beautiful beaches and upscale atmosphere. This picturesque area attracts visitors primarily during the summer months, offering a range of outdoor activities, from golf courses to scenic beach outings. Whether you're seeking a romantic escape or a fun family day at the beach, the Hamptons provide a perfect backdrop with local landmarks such as family-friendly beaches and serene lakes. With its charming villages and vibrant arts scene, a trip to the Hamptons promises a memorable travel experience.
  • Greenport: Just 6km from Southold, Greenport is a quaint village that embodies the charm of the North Fork. This seasonal destination peaks with visitors from June to August, drawing those eager to explore its outdoor offerings and romantic settings. Greenport boasts beautiful parks, family beaches, and a lively waterfront filled with boutique shops and restaurants. Enjoying a music concert or spending a day at the recreational areas enriches the experience of this delightful community. Greenport's quaint allure makes it a must-visit for a leisurely day trip.
  • Sag Harbor: About 13km away from Southold, Sag Harbor is a historic village that combines maritime charm with artistic flair. With a moderate influx of visitors from June to August, Sag Harbor is perfect for those looking to experience outdoor adventures and romantic strolls along the waterfront. The area is home to beautiful beaches, lakes, and a variety of golf courses. Enjoy a leisurely day exploring the quaint shops and galleries or unwind at one of the scenic beaches. Sag Harbor's unique blend of history and nature makes it an enchanting stop on your vacation.

Things to do near Southold

Shopping

In Southold, you can explore local shops and boutiques offering unique gifts and souvenirs. If you're up for a drive, visit the Tanger Outlets in Riverhead for brand-name stores and great deals, or head to the nearby Greenport Village for charming shops and artisanal goods.

Recreation

In Southold, the Sound View Greenport offers yoga sessions with ocean views and spa treatments utilizing local ingredients. Nearby, the East End Wellness Center provides holistic therapies and wellness workshops, fostering relaxation and rejuvenation amid a tranquil atmosphere.

Adventure

Experience the thrill of racing at Riverhead Raceway, located 29km from Southold, where excitement meets speed. For another adrenaline rush, head to Waterford Speedbowl, 43km away, and enjoy the competitive atmosphere and vibrant motorsport community.

Nightlife

In Southold, The Shoppes at East Wind features cozy bars and live music, creating a relaxed ambiance. Nearby, the Southold Historical Society occasionally hosts events with local flair, offering a glimpse into the community's culture and charm, making for a delightful evening out.

*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 are lower. Booking your stay on a Tuesday can also help you secure better rates. Use Expedia's search tool to compare room rates and find eco-friendly accommodations. For additional savings, consider bundling your hotel stay with flights and activities through an Expedia package. Look for exclusive discounts and refine your search by hotel type to maximize your budget while enjoying everything Southold has to offer.

  • 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: Expedia's search tool makes it easy to find accommodations that fit your budget and preferred location. You can arrange your results to display prices from lowest to highest, ensuring you spot the most affordable hotels right away. Additionally, you have the option to refine your search by hotel type. For instance, if you check the Eco-certified filter, you’ll discover sustainable and eco-friendly hotels ready for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Southold with your flights and activities through an Expedia package.

Find the best attractions in and around Southold

Southold, New York, is perfect for a romantic and outdoor-themed vacation, offering a blend of entertainment and culture. Visitors can explore beautiful beaches, urban parks, and the Southold Historical Museum, immersing themselves in local history. Don't miss the stunning views at Southold Bay, making it an ideal destination for those seeking relaxation and outdoor experiences.

  • Horton Lane Beach: Enjoy the laid-back beach vibes at Horton Lane Beach, where you can relax on the sandy shores and take in the beautiful coastal views. It's a great spot for sunbathing and enjoying the tranquil atmosphere.
  • Orient Point County Park: Located 19km from Southold, this urban park offers a delightful mix of city and outdoor experiences. Perfect for families, you can explore walking trails, picnic areas, and scenic views of the waterfront.
  • Horton Point Park: Visit the historic lighthouse at Horton Point Park, where you can immerse yourself in the local culture and history. The stunning views of the Long Island Sound make it a great spot for photography and reflection.

Best time to go to Southold

The best time to visit Southold is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

Traveling to Southold, New York, is convenient with three major airports nearby. John F. Kennedy International Airport (JFK) is 124km away, offering luxurious hotel options like The William Vale and Arlo Williamsburg, both 18km from the airport. Newark Liberty International Airport (EWR) is 153km away, with top-rated hotels such as The Dominick and Four Seasons Hotel New York Downtown located 14km from it. LaGuardia Airport (LGA) is 126km from Southold, featuring upscale accommodations like Hilton Club The Quin and The Plaza, A Fairmont Hotel, both within 10km. Each airport provides accessible transportation to their respective hotels.

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.
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. Water's Edge Resort & Spa 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. A top sight in the area is The Hamptons Beaches. In Southold, there are 142 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. 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.

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