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

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Check prices for these dates

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16 Aug - 17 Aug
Tomorrow
17 Aug - 18 Aug
Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug

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Our top choices for Southold hotels

1. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Connor
SAR 1,092
SAR 1,341 total
includes taxes & fees
1 Sep - 2 Sep
The Shoals Suites and Slips

2. Windward Shores Ocean Resort

Windward Shores Ocean Resort
Napeague
United States
Gaurang J
SAR 907
SAR 1,138 total
includes taxes & fees
14 Sep - 15 Sep
Windward Shores Ocean Resort

3. The Roundtree, Amagansett

The Roundtree, Amagansett
Amagansett North
United States
Tunca
SAR 3,732
SAR 4,477 total
includes taxes & fees
14 Sep - 15 Sep
The Roundtree, Amagansett

4. The Reform Club

The Reform Club
Amagansett North
United States
Cathleen
SAR 5,174
SAR 6,384 total
includes taxes & fees
30 Aug - 31 Aug
The Reform Club

5. Journey East Hampton

Journey East Hampton
East Hampton North
United States
NAKUL
SAR 1,338
SAR 1,681 total
includes taxes & fees
13 Sep - 14 Sep
Journey East Hampton

6. East Hampton House Resort

East Hampton House Resort
East Hampton North
Canada
Suzette
SAR 1,264
SAR 1,546 total
includes taxes & fees
8 Sep - 9 Sep
East Hampton House Resort

7. Mill House Inn

Mill House Inn
Pantigo Road Historic District
Canada
Ronald
SAR 3,285
SAR 4,748 total
includes taxes & fees
7 Sep - 8 Sep
Mill House Inn

8. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
Clearwater Beach
United States
IVAN
SAR 3,090
SAR 3,530 total
includes taxes & fees
7 Sep - 8 Sep
East Hampton Art House Bed & Breakfast

9. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
United States
James Patrick
SAR 2,262
SAR 2,622 total
includes taxes & fees
1 Sep - 2 Sep
The Huntting Inn

10. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
SAR 2,483
SAR 3,394 total
includes taxes & fees
8 Sep - 9 Sep
The 1770 House Restaurant & Inn

11. The Hedges Inn

The Hedges Inn
East Hampton
United States
Lauren
SAR 2,362
SAR 2,920 total
includes taxes & fees
13 Sep - 14 Sep
The Hedges Inn

12. The Maidstone

The Maidstone
East Hampton
United States
Steven
SAR 1,939
SAR 2,326 total
includes taxes & fees
14 Sep - 15 Sep
The Maidstone

13. EHP Resort & Marina

EHP Resort & Marina
East Hampton
United States
theresa
SAR 3,130
SAR 3,934 total
includes taxes & fees
8 Sep - 9 Sep
EHP Resort & Marina

14. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
United States
Ivan
SAR 3,325
SAR 3,930 total
includes taxes & fees
6 Sep - 7 Sep
Wainscott Woods Retreat

15. The Sagaponack

The Sagaponack
Wainscott
United States
liliana
SAR 1,392
SAR 1,778 total
includes taxes & fees
15 Sep - 16 Sep
The Sagaponack

16. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Barbara
SAR 2,628
SAR 3,003 total
includes taxes & fees
1 Sep - 2 Sep
A Room At The Beach

17. Topping Rose House

Topping Rose House
Bridgehampton
United States
Adam
SAR 3,671
SAR 4,208 total
includes taxes & fees
13 Sep - 14 Sep
Topping Rose House

18. The Niantic Inn

The Niantic Inn
Niantic
United States
Jeffrey
SAR 987
SAR 1,135 total
includes taxes & fees
20 Aug - 21 Aug
The Niantic Inn

19. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Joseph
SAR 2,788
SAR 3,503 total
includes taxes & fees
7 Sep - 8 Sep
Faraway Sag Harbor

20. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Christopher
SAR 1,427
SAR 1,630 total
includes taxes & fees
13 Sep - 14 Sep
Sag Harbor 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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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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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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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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Osprey's Dominion

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

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

 Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Loved our cottage and the well maintained grounds. Much better than the photos."
Allan 3-night trip
Posted 1 day ago
Hampton's Vacation Inn
Zey Hotel

Zey Hotel

10/10 Excellent
"Very excellent boutique hotel right on Main st. Beautiful garden for relaxing. Perfect location, friendly staff"
shaun 1-night trip
Posted 1 day ago
Zey Hotel
Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"Rooms have been recently renovated and very clean. Plenty of free parking. The rooms have AC, cable and Roku. Convenient to shopping and splish splash."
JOHN 1-night trip
Posted 2 days ago
Greenview Inn Riverhead
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Nice resort, very convenient. However, a little pricey and every time you turned around there was a gratuity. Food was ok, not great for the price paid though."
Russell 2-night trip
Posted 2 days ago
Water's Edge Resort & Spa
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"The hotel was very clean with a lovely environment. The staff (especially at the front desk) were helpful, friendly, polite and very knowledgeable about recommendations for the area. The property was well maintained and the views were beautiful and very accessible to many activities in the area. Looking forward to return in the near future."
Robert 2-night trip
Posted 3 days ago
The Shoals Suites and Slips
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Place was charming and overall beautiful .. everything was wonderful.. definitely will stay again"
Mary 1-night trip
Posted 3 days ago
The Hampton Maid
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Great vibe and decor. Super Cozy and elegant. Best Hamptons stay! Can’t wait to come back next year."
Joseph 1-night trip
Posted 3 days ago
Faraway Sag Harbor
The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Perfect location, Clean property with water views, and has a pool. Our room had a balcony which was so nice on a beautiful day while taking a break from it all. The room was very spacious and the front desk staff were very nice. Would stay there again in a heart beat."
Lisa 1-night trip
Posted 6 days ago
The Harbor Front Inn
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Peace, My Bentley hotel experience was superb! The staff is very hospitable, friendly, helpful, courteous and professional. The suite was very nice. I love the fact that you have to go through two securely locked, solid doors in order to get inside. I also loved the lay out, including the fact that there is a outdoor sitting area in the back which is connect to a big backyard. Although I did not get a chance to utilize much of the amenities, because I only stay one night, I plan on utilizing them the next time I visit. (smile)"
Jay 1-night trip
Posted 9 days ago
The Bentley Hotel Southampton

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 359
SAR 413 total
10 Sep - 11 Sep
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
SAR 469
SAR 536 total
18 Aug - 19 Aug
includes taxes & fees
6.8/10 (860 reviews)
Budget Host East End
Greenview Inn Riverhead

Greenview Inn Riverhead

1433 W Main St Riverhead NY
SAR 566
SAR 646 total
23 Aug - 24 Aug
includes taxes & fees
7.4/10 Good! (849 reviews)
Greenview Inn Riverhead
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
SAR 635
SAR 819 total
7 Sep - 8 Sep
includes taxes & fees
9.6/10 Exceptional! (557 reviews)
The Bentley Hotel Southampton
Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG

1707 Old Country Rd Riverhead NY
SAR 788
SAR 901 total
9 Sep - 10 Sep
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
Holiday Inn Express & Suites Riverhead - Long Island by IHG
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
SAR 740
SAR 939 total
8 Sep - 9 Sep
includes taxes & fees
The Atlantic Hotel

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

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.
What's the top vacation rental in Southold?
Perfect Waterfront Family Vacation Home next to the best vineyards in NY!: This highly rated vacation home rental in Southold is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 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?
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 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 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.