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

Southold Hotels

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Check prices for these dates

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Aug 22 - Aug 23
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Aug 23 - Aug 24
Next weekend
Aug 28 - Aug 30
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Sep 4 - Sep 6

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Our top choices for Southold hotels

1. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Maria
P17,946
P22,046 total
includes taxes & fees
Sep 1 - Sep 2
The Shoals Suites and Slips

2. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
P33,128
P41,634 total
includes taxes & fees
Sep 14 - Sep 15
The Pridwin Hotel

3. The Menhaden

The Menhaden
Greenport
United States
Lisa
P31,987
P39,014 total
includes taxes & fees
Aug 24 - Aug 25
The Menhaden

4. Zey Hotel

Zey Hotel
Greenport
United States
shaun
P12,497
P14,278 total
includes taxes & fees
Sep 7 - Sep 8
Zey Hotel

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sol
P24,377
P27,850 total
includes taxes & fees
Sep 21 - Sep 22
Silver Sands Motel & Beach Bungalows

6. Sound View Greenport

Sound View Greenport
Greenport
United States
Yveline
P16,733
P24,406 total
includes taxes & fees
Sep 15 - Sep 16
Sound View Greenport

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
P18,914
P27,112 total
includes taxes & fees
Sep 7 - Sep 8
Cliffside Resort Condominiums

8. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
P19,517
P22,298 total
includes taxes & fees
Aug 31 - Sep 1
Shelter Island House

9. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Egor
P5,380
P6,187 total
includes taxes & fees
Aug 24 - Aug 25
Pier Blue Inn Old Saybrook - Essex

10. American Beech Hotel

American Beech Hotel
Greenport
United States
kerri
P24,364
P30,304 total
includes taxes & fees
Sep 7 - Sep 8
American Beech Hotel

11. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
P19,828
P22,654 total
includes taxes & fees
Sep 7 - Sep 8
North Fork Resort

12. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
John
P6,242
P7,179 total
includes taxes & fees
Sep 13 - Sep 14
Quality Inn Old Saybrook - Westbrook

13. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
John
P17,048
P22,650 total
includes taxes & fees
Sep 8 - Sep 9
The Harbor Front Inn

14. Spark by Hilton Guilford

Spark by Hilton Guilford
Guilford
United States
Stacy
P6,528
P7,507 total
includes taxes & fees
Aug 30 - Aug 31
Spark by Hilton Guilford

15. Head of Pond House

Head of Pond House
Water Mill
United States
Liz
P129,968
P148,488 total
includes taxes & fees
Sep 9 - Sep 10
Head of Pond House

16. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Sherri
P9,380
P12,260 total
includes taxes & fees
Sep 20 - Sep 21
The Bentley Hotel Southampton

17. The Chequit

The Chequit
The Heights
United States
Kathleen
P18,051
P20,623 total
includes taxes & fees
Sep 8 - Sep 9
The Chequit

18. Shorewood Inn

Shorewood Inn
Riverhead
United States
KAREN
P10,047
P11,479 total
includes taxes & fees
Aug 24 - Aug 25
Shorewood Inn

19. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
P19,347
P22,104 total
includes taxes & fees
Sep 1 - Sep 2
West Neck Guesthouse

20. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
Old Saybrook
United States
Kenneth
P4,970
P5,715 total
includes taxes & fees
Aug 30 - Aug 31
Econo Lodge Inn & Suites Old Saybrook Westbrook
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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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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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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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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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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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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

The Hampton Maid

The Hampton Maid

8/10 Good
"The hotel has a sort of New England charm. The rooms are good sized and ours had a nice balcony overlooking the gardens. Prices were pretty reasonable for the Hamptons in the middle of Summer, although someone else staying there told us that the breakfast was not particularly good and yet expensive. We decided to take breakfast elsewhere. I would certainly return to the Hampton Maid if I ever go back to the area."
Ronald 2-night trip
Posted less than an hour ago
The Hampton Maid
Zey Hotel

Zey Hotel

10/10 Excellent
"The room was clean and very large. There is parking in the rear of the hotel."
James 1-night trip
Posted 8 hours ago
Zey Hotel
Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"Unexpectedly clean and great place. complimentary breakfast was great too. very spacious bathroom a great plus"
Feruza 1-night trip
Posted 11 hours ago
Greenview Inn Riverhead
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Clean room with crisp cold A/C. If you’re in the area and need a place to stay I would definitely recommend Pier Blue Inn. Helpful friendly staff."
Ryan 1-night trip
Posted 11 hours ago
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

8/10 Good
"We came for the pool and enjoyed every minute of a few relaxing days poolside. Lush green grounds provided some shady picnic tables when it was time to get out of the sun. If you are looking for an inexpensive stay not far from the Hamptons or North Fork this is your place. Staff, especially, front desk, very nice, friendly and informative. Rooms had a mini fridge and comfy bed. A/C worked great. Try to get a poolside room. Hotel includes continental breakfast on weekends. Multiple excellent restaurant options nearby on Main Street. We would recommend Olga's for breakfast, offers outdoor/indoor seating. For dinner there is Cliff's Rendezvous steak house. Call and go when they offer their steak special night. Jerry and the Mermaid for seafood, also has outdoor/indoor seating by the water. There is Tweed's where you can try Buffalo. And a few hidden gems with great water views and outdoor seating -Turkuaz (Turkish food ) and Country Farm Kitchen. There is Atlantis Aquarium nearby, that also offers boat tours of the Peconic by day and booze cruises weekend eves. Suffolk Theatre offers well known artists in concert on the weekends. There are at least 4 breweries a short drive away and homemade ice cream at Snowflake and homemade chocolate at North Fork Chocolate & Eatery. Polish Town is nearby if you want Polish food try the Birchwood Restaurant or groceries from the town's deli's."
sigrid 2-night trip
Posted 1 day ago
Budget Host East End
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"Amazing stay!!!"
Maria 1-night trip
Posted 1 day ago
The Shoals Suites and Slips
Hyatt Place Long Island East End

Hyatt Place Long Island East End

8/10 Good
"Booked the 2nd time as our first time last year was superb. This year, we booked same type of room and requested for 1st flr room so we'll be closer to the indoor pool but ended up being assigned to a 5th floor room with view of parking lot. Other than that, location was convenient as it's next to the aquarium. Though we might reconsider staying in another hotel next year we go back to the area."
Leslie Anne 2-night trip
Posted 2 days ago
Hyatt Place Long Island East End
The Chequit

The Chequit

8/10 Good
"Room small but very functional, well decorated, bath modern, and very upscale. First night the attendant was wonderful. That was on the 18th. Next day, we had a leak at the shower because the molding on shower door was not working correctly, and the floor got wet. Staff was not really very responsive to that. Had a wonderful area for eating at the restaurant with nice fire pits, very nice with an overview of the water. Nice porch to be able to sit and read in the morning or many people were doing work. One annoyance was that one of the guests was having his phone on speaker while he had a business meeting and he spoke totally out loud, and was very distracting and basically rude. He should’ve taken that conversation elsewhere and taken a walk or gone back to his room. Staff did not feel that there was any need to say anything to him. “It’s a public space” Also, there was an area right near the parking lot that was right adjacent to the building that was totally mowed in full of weeds, that really would’ve been nice if it was cleared up. In all we would return, it was very pleasant otherwise. Nice view of the harbor small but nice. And located really conveniently right by the ferry."
Maribeth 2-night trip
Posted 2 days ago
The Chequit
Sound View Greenport

Sound View Greenport

10/10 Excellent
"The views are amazing! The breakfast was a great perk. Short drive to town but you really don't need to leave the grounds with bar/restaurant/beach/pool all there."
Catherine 2-night trip
Posted 2 days ago
Sound View Greenport

More cheap stays in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
P5,380
P6,187 total
Aug 24 - Aug 25
includes taxes & fees
8/10 Very Good! (1,013 reviews)
Pier Blue Inn Old Saybrook - Essex
Greenview Inn Riverhead

Greenview Inn Riverhead

1433 W Main St Riverhead NY
P7,098
P8,110 total
Aug 31 - Sep 1
includes taxes & fees
7.4/10 Good! (853 reviews)
Greenview Inn Riverhead
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
P7,714
P8,813 total
Aug 26 - Aug 27
includes taxes & fees
6.8/10 (864 reviews)
Budget Host East End
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
P9,380
P12,260 total
Sep 20 - Sep 21
includes taxes & fees
The Bentley Hotel Southampton
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
P12,164
P15,439 total
Sep 8 - Sep 9
includes taxes & fees
The Atlantic Hotel
Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG

1707 Old Country Rd Riverhead NY
P13,700
P15,653 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Holiday Inn Express & Suites Riverhead - Long Island by IHG

Find out more about Southold

Top reasons to visit Southold

  • Stunning Beaches: Southold boasts picturesque beaches, perfect for sunbathing and relaxing by the water.
  • Historic Attractions: Visit the Southold Historical Museum to delve into the area's rich history and cultural heritage.
  • Scenic Golf Courses: Enjoy a round of golf amidst beautiful landscapes, ideal for both enthusiasts and casual players.
  • Charming Wineries: Experience delightful winery tours, sampling local wines in a serene setting.
  • Outdoor Activities: Explore numerous recreational areas, offering opportunities for hiking, cycling, and picnicking.

Find great hotels near Southold

Southold offers a delightful selection of accommodation options, perfect for every type of traveller. From charming agritourism properties to well-appointed hotels, you'll find a range of facilities to accommodate families, adventurers, and pet owners alike. Whether you're seeking spacious suites or comfortable hotel rooms, Southold's best hotels promise a memorable stay amidst its picturesque surroundings.

  • Sound View Greenport: Situated merely 5km from Southold, Sound View Greenport is a delightful 3.5-star hotel that offers a serene beachside retreat, ideal for families and pet lovers alike. With a guest rating of 8.4 out of 10, the hotel boasts direct beach access, allowing visitors to indulge in sun-soaked days by the water. Families will appreciate amenities designed for children, including complimentary cribs and safety features like Window Guards. Additionally, the hotel’s pet-friendly policy makes it easy for guests to bring along their furry companions, ensuring a relaxed atmosphere for all.
  • Sag Harbor Inn: Located 13km from Southold, Sag Harbor Inn is a sophisticated 3.5-star establishment, earning an impressive guest rating of 9.4 out of 10. This hotel caters predominantly to business travellers seeking a comfortable stay with modern conveniences. With its elegant design and proximity to local business hubs, it offers a tranquil environment for productivity. Guests can benefit from amenities tailored to corporate needs, ensuring a seamless blend of work and relaxation during their visit.
  • The Harbor Front Inn: Just 6km from Southold, The Harbor Front Inn is a charming 3.5-star hotel that welcomes both business and leisure travellers, achieving a commendable guest rating of 8.8 out of 10. This pet-friendly accommodation features essential amenities for a comfortable stay, including provisions for dogs and a pet policy that prioritises guest convenience. The inn's scenic location by the water provides a picturesque backdrop for relaxation, making it a splendid choice for those desiring a blend of work and leisure.

Where to stay near Southold

Southold, New York, offers a delightful blend of outdoor adventures, romantic getaways, and entertainment options, making it perfect for any traveller. Explore the charming scenery and family-friendly atmosphere, while enjoying excursions to nearby historical sites. Whether you're basking in sunny weather or indulging in luxury experiences, Southold and its surrounding areas promise an unforgettable vacation, rich in both natural beauty and cultural charm.

  • Hamptons: Nestled approximately 16km from Southold, the Hamptons is a renowned getaway that offers a blend of picturesque beaches, charming towns, and luxurious experiences. The area draws a moderate number of travellers, particularly during the summer months from June to August, making it a vibrant destination for both relaxation and adventure. Visitors can indulge in outdoor activities, enjoy romantic beach strolls, or explore the local golf courses. Notable attractions include the stunning family-friendly beaches and serene lakes, ideal for picnics and leisurely afternoons.
  • Greenport: Located about 6km away from Southold, Greenport is a delightful town that embodies the spirit of coastal living. With a seasonal influx of visitors peaking from June to August, this charming locale is perfect for those seeking outdoor adventures, romantic escapades, and beach fun. Greenport is home to various recreational areas and hosts lively music concerts, offering a taste of local culture. Travellers can explore its beautiful beaches, family-friendly parks, and quaint shops, making it a perfect spot for a leisurely day out.
  • Sag Harbor: Situated 13km from Southold, Sag Harbor is a picturesque village that captivates visitors with its historic charm and vibrant arts scene. The area experiences a seasonal ebb and flow of tourists, peaking in the summer months, and is celebrated for its outdoor activities and stunning beaches. Whether it's golfing, skiing, or simply enjoying the scenic lakes and family beaches, Sag Harbor offers a range of experiences for all ages. The town's quaint streets are lined with unique boutiques and eateries, making it a delightful stop on your journey.

Things to do near Southold

Shopping

In Southold, you can explore local boutiques for unique gifts and souvenirs. If you're up for a drive, consider visiting the Tanger Outlets in Riverhead for a wider selection of brands, or head to the Greenport Village shops for charming, locally crafted items.

Recreation

Greenport Wellness offers rejuvenating yoga classes and holistic therapies in a peaceful setting, promoting relaxation and mindfulness. Nearby, the Southold Bay Community Farm provides a tranquil environment for workshops on sustainable living, cultivating a deeper connection with nature through gardening and organic practices.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 29km from Southold. Feel the adrenaline as you watch high-speed races in a vibrant atmosphere. Alternatively, visit Waterford Speedbowl, situated 43km away, where the excitement of competitive racing awaits.

Nightlife

In Southold, The North Fork Table & Inn offers a charming atmosphere with fine dining and a relaxed bar scene. The Long Island Wine Country hosts various vineyards where you can enjoy wine tastings and live music, creating a delightful evening experience amidst scenic landscapes.

*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, particularly on Tuesdays, the cheapest day to stay. Avoid Saturdays, which are the priciest. Use Expedia’s search tool to filter by budget and explore package deals that combine hotels, flights, and activities for greater savings. Don't forget to compare room rates and look for exclusive discounts. Additionally, take advantage of free activities and utilise public transport to keep costs down while exploring 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and type of accommodation you wish to stay in. To discover the most affordable prices and offers, 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 by opting for an Expedia package.

Find the best attractions in and around Southold

Southold is an ideal destination for outdoor enthusiasts and those seeking a romantic getaway, offering a blend of entertainment and cultural experiences. Key attractions include the picturesque beaches, Southold Bay, and the Southold Historical Museum, making it perfect for travellers interested in history and outdoor activities. Whether you're exploring its charming urban parks or soaking up the local culture, Southold promises a delightful holiday experience.

  • McCabe's Beach: Experience the relaxed atmosphere of McCabe's Beach, a lovely spot within Southold. Enjoy sunbathing on the sandy shores, swimming in the refreshing waters, or simply taking in the stunning views of the coastline. The beach vibes here create an ideal setting for relaxation and leisure.
  • Safe Harbor Stirling: Located 8km from Southold, Safe Harbor Stirling offers picturesque scenery alongside its serene harbour. With its beautiful views and tranquil setting, it’s an excellent place for a leisurely stroll or enjoying the natural beauty of the waterfront.
  • Old House Museum: A short distance of 8km from Southold, the Old House Museum immerses visitors in local history and culture. Explore its intriguing exhibits that showcase the heritage of the area, making it a delightful stop for those interested in learning more about the region's past.

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

Accessing Southold, New York, is convenient via three major airports. John F. Kennedy International Airport (JFK) is situated 124km away, with nearby hotels such as The William Vale and Arlo Williamsburg, both 18km from the airport. Newark Liberty International Airport (EWR) is 153km from Southold, offering luxurious options like The Dominick and Four Seasons Hotel New York Downtown, both 14km from EWR. LaGuardia Airport (LGA) is located 126km away, with excellent accommodations such as Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, both within 10km of the airport. Each airport provides various transportation services for easy access to your hotel.

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. Vine & Sand is another good option for your visit. 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.
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.
What are some accommodations with pools in Southold?
Vine & Sand: Offers buffet, a seasonal outdoor pool, and free self parking. 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 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 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. A couple of additional sights to add to your agenda are Sparkling Pointe and Mattebella 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.

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