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Compare 4,353 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (186)
"Would stay again. So beautiful and clean. "
$388 nightly
The price is $440
Aug 11 - Aug 12
Total includes taxes and fees
The Shoals Suites and Slips

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (183)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"
$416 nightly
The price is $475
Aug 11 - Aug 12
Total includes taxes and fees
Ocean Vista Resort

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (289)
"Easy checking in and out Easy access few steps to beach from first floor unit "
$447 nightly
The price is $511
Jul 29 - Jul 30
Total includes taxes and fees
Windward Shores Ocean Resort

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (89)
"The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. "
$1,358 nightly
The price is $1,552
Jul 29 - Jul 30
Total includes taxes and fees
The Roundtree, Amagansett

The Reform Club

2.0 star property
10.0 out of 10, Exceptional, (2)
"Unique property; lots of attention from staff; close to town."
$1,706 nightly
The price is $1,949
Aug 5 - Aug 6
Total includes taxes and fees
The Reform Club

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (141)
"We had a good stay at The Journey. Can’t wait to come back! "
$728 nightly
The price is $831
Aug 10 - Aug 11
Total includes taxes and fees
Journey East Hampton

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (271)
"The place was very well groomed and the early check in notification by text was unexpected and very much welcomed. That made the experience great from the beginning. Very nice flowers and clean pool"
$417 nightly
The price is $477
Aug 6 - Aug 7
Total includes taxes and fees
East Hampton House Resort

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (70)
"Great experience at a wonderful property!"
$1,095 nightly
The price is $1,250
Jul 29 - Jul 30
Total includes taxes and fees
Mill House Inn

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (63)
"Very profesional, very good experiencia , the host the best , the property beatiful 100 porcent recomended"
$1,018 nightly
The price is $1,163
Jul 29 - Jul 30
Total includes taxes and fees
East Hampton Art House Bed & Breakfast

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (94)
"Staff and management was very welcoming!"
$588 nightly
The price is $670
Aug 11 - Aug 12
Total includes taxes and fees
The Huntting Inn

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (157)
"The staff was incredibly genuine and the property felt intimate and comfortable."
$604 nightly
The price is $786
Aug 11 - Aug 12
Total includes taxes and fees
The 1770 House Restaurant & Inn

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (70)
"Great staff "
$842 nightly
The price is $962
Jul 29 - Jul 30
Total includes taxes and fees
The Hedges Inn

EHP Resort & Marina

3.5 star property
7.8 out of 10, Good, (8)
"Rooms are well appointed with cozy cottage vibe yet modern and clean . My only ask would be rooms should have one full length mirror. The property is beautiful, location amazing. "
$762 nightly
The price is $871
Jul 30 - Jul 31
Total includes taxes and fees
EHP Resort & Marina

Wainscott Woods Retreat

2.0 star property
10.0 out of 10, Exceptional, (1)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
$1,170 nightly
The price is $1,337
Aug 3 - Aug 4
Total includes taxes and fees
Wainscott Woods Retreat

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (164)
"The location was great, the room was clean, and the staff were very friendly and accommodating."
$434 nightly
The price is $496
Aug 3 - Aug 4
Total includes taxes and fees
The Sagaponack

A Room At The Beach

3.0 star property
9.0 out of 10, Wonderful, (84)
"Beautiful property and amazing staff, I will definitely be back soon!"
$770 nightly
The price is $880
Aug 3 - Aug 4
Total includes taxes and fees
A Room At The Beach

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"Great location and very comfortable "
$1,395 nightly
The price is $1,597
Aug 12 - Aug 13
Total includes taxes and fees
Topping Rose House

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (103)
"Enjoyed my stay"
$241 nightly
The price is $278
Aug 5 - Aug 6
Total includes taxes and fees
The Niantic Inn

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (273)
"Great location Rooms are very small but still amazing "
$877 nightly
The price is $1,002
Jul 30 - Jul 31
Total includes taxes and fees
Baron's Cove

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (535)
"Great place to stay!"
$480 nightly
The price is $548
Aug 3 - Aug 4
Total includes taxes and fees
Sag Harbor Inn
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Learn more about Southold

Come to Southold and enjoy its wineries, island views, and beaches.

Stay near popular Southold attractions

Top Southold Hotel Reviews

Find out more about Southold

Find out more about Southold

Top reasons to visit Southold

  • Beautiful Beaches: Southold boasts stunning beaches perfect for relaxation and water activities.
  • Outdoor Adventures: Enjoy a variety of outdoor pursuits, from hiking to boating in scenic areas.
  • Cultural Experiences: Visit the Southold Historical Museum to immerse yourself in local history.
  • Charming Accommodations: Choose from cozy bed & breakfasts to comfortable hotels for a delightful stay.
  • Scenic North Fork: Explore the picturesque North Fork, known for its luxury experiences and local art.

Find great hotels near Southold

Southold is a charming destination offering a variety of hotel accommodations to suit every traveler's needs, from cozy bed & breakfasts to comfortable 4-star hotels. Whether you're looking for pet-friendly options, beachfront access, or an adventurous getaway, you'll find a selection of top-rated hotels and valuable reviews to guide your choice. Experience the warmth of Southold while enjoying a stay that perfectly aligns with your vacation desires.

  • Sound View Greenport: Nestled just 3 miles from Southold, Sound View Greenport is the perfect retreat for families and pet lovers seeking a beachside escape. This charming 3.5-star hotel boasts direct access to the sandy shores, offering endless opportunities for fun in the sun. Families will appreciate thoughtful amenities such as complimentary cribs and window guards for children, ensuring a safe and enjoyable stay. With a welcoming pet policy that allows dogs and cats, your furry companions can join the vacation too, making it a truly family-friendly experience.
  • The Harbor Front Inn: Located 4 miles from Southold, The Harbor Front Inn is a delightful blend of business convenience and pet-friendly hospitality. This 3.5-star hotel caters to the modern traveler with amenities designed for business needs, ensuring a productive stay. Pets are welcome, with specific accommodations for dogs, allowing you to bring your four-legged friends along for the journey. Enjoy the stunning waterfront views and unwind in a comfortable atmosphere, making it an ideal choice for both work and leisure.
  • Sag Harbor Inn: Situated 8 miles away from Southold, Sag Harbor Inn is a sophisticated 3.5-star hotel that focuses on providing an excellent experience for business travelers. With dedicated services and facilities, including a well-equipped meeting room, it’s perfect for those looking to combine work with relaxation. The inn’s warm ambiance and convenient location allow you to explore the picturesque surroundings after a productive day. Enjoy a seamless blend of comfort and professionalism at this inviting retreat.

Where to stay near Southold

Southold, New York, offers a charming blend of outdoor adventures and romantic escapes, perfect for family-friendly vacations. Explore the scenic North Fork, where you can indulge in luxury experiences and local art. With its sunny weather and vibrant atmosphere, Southold is ideal for both business travelers and solo vacationers seeking relaxation and excursions. Discover the unique districts of Southold and create unforgettable memories in this picturesque coastal town.

  • Greenport: Located a mere 4 miles from Southold, Greenport is a charming village known for its vibrant waterfront and rich maritime history. The travel experience here is delightfully seasonal, with peak visitor numbers from June to August, making it a lively spot for summer escapades. Greenport is perfect for outdoor enthusiasts and couples seeking a romantic getaway, offering beautiful beaches and scenic views. Visitors can enjoy local attractions like family-friendly beaches, golf courses, and lively music concerts. Don’t miss the chance to explore the quaint shops and restaurants that line the harbor, where you can savor fresh seafood and local wines.
  • Southampton: About 13 miles from Southold, Southampton is celebrated for its upscale charm and stunning beaches. The city experiences a peak in tourism from May to July, drawing beach lovers and outdoor enthusiasts alike. Travelers can indulge in a variety of activities, including golfing and exploring nearby lakes. The picturesque beaches are perfect for sunbathing and swimming, while the local parks offer a serene escape into nature. Southampton also boasts a rich history, with beautiful architecture and cultural landmarks that are worth exploring during your visit.
  • Sag Harbor: Just 8 miles from Southold, Sag Harbor is a historic whaling village that blends quaint charm with modern amenities. With a seasonal influx of visitors peaking during the summer months, it’s an ideal destination for beach lovers and outdoor adventurers. The local beaches and parks provide ample opportunities for relaxation and recreation. Popular activities include golfing and skiing in nearby areas. The picturesque harbor area is lined with boutique shops and eateries, making it a lovely spot to enjoy a leisurely stroll or a romantic dinner while taking in stunning waterfront views.

Things to do near Southold

Southold, New York, is perfect for outdoor and romantic getaways, offering a variety of activities. Visitors can enjoy recreational areas, skiing, and nearby casinos. Key attractions include Splish Splash water park, local fun-filled events, and access to boat slips for those looking to explore the beautiful waters. Whether you're seeking adventure or relaxation, Southold provides a delightful escape for all types of travelers.

Shopping

For shopping in Southold, visit the Greenport Farmers' Market, just 4 miles away, for fresh produce and local goods. The Style Bar, 8 miles from Southold, offers trendy apparel. If you're up for a drive, the Clinton Plaza Shopping Center, 15 miles away, features a variety of family-friendly stores.

Recreation

Goldsmith's Inlet Park offers a tranquil setting for relaxation and wellness, with scenic trails and peaceful views. For family fun, the Shelter Island Whale's Tail mini-golf provides an adventurous atmosphere, while Noyac Golf Club invites sports enthusiasts to enjoy a day of golf in the great outdoors.

Adventure

At Splish Splash Water Park, located 19 miles from Southold, enjoy thrilling water slides and wave pools perfect for family fun. Experience the adrenaline rush at Riverhead Raceway, 18 miles away, with exciting motor racing. Explore the scenic Walking Dunes Trailhead, 21 miles from Southold, for a rewarding hiking adventure.

Nightlife

Experience the charm of Southold's nightlife by visiting the Greenport Carousel, a delightful outdoor spot perfect for families. For a more cultured evening, catch a show at the Bay Street Theatre or Guild Hall, both offering romantic and entertaining atmospheres just a short drive away.

Booking tips and Expedia advantages for Southold

To save money on your trip to Southold, visit during the off-peak months of January to March when prices are lower, especially on Tuesdays. Avoid Saturdays for accommodations, as they tend to be the most expensive. Use Expedia's search tool to find budget-friendly hotels by sorting prices and filtering for eco-certified options. Consider booking a package deal that combines your hotel, flight, and activities for extra savings. Joining Expedia's One Key membership can also provide exclusive discounts and allow you to earn OneKeyCash for future stays.

  • 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 is designed to help you find the perfect accommodations based on your budget, desired location, and additional preferences. You can easily sort your results from lowest to highest prices, ensuring you see the most affordable hotels right away. Additionally, you have the option to refine your search by hotel type; for instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally-friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your Southold hotel reservations with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Southold

Southold, New York, is perfect for a vacation filled with outdoor adventures and romantic moments. Visitors can enjoy beautiful beaches, explore urban parks, and delve into local history at the Southold Historical Museum. Whether you're seeking a beach getaway or a cultural experience, Southold offers a variety of attractions that cater to all interests, making it an ideal destination for travelers looking to unwind and explore.

  • 67 Steps Beach: Located 5 miles from Southold, 67 Steps Beach offers a serene escape with its picturesque sandy shores and tranquil ambiance, perfect for sunbathing and relaxation.
  • Sag Harbor Marine Park: About 8 miles away, Sag Harbor Marine Park combines adventure with stunning coastal views. Enjoy water activities, picnicking, and exploring the marina's lively atmosphere.
  • Railroad Museum of Long Island: Just 4 miles from Southold, this museum showcases the rich rail history of Long Island. Discover fascinating exhibits and vintage trains that bring the region's culture to life.

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 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

When planning your trip to Southold, New York, you have several airport options. Islip, NY (ISP-MacArthur) is 40 miles away and offers nearby hotels such as the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both located 4 miles from the airport, as well as the Radisson Hotel Hauppauge-Long Island, which is 9 miles away. New Haven, CT (HVN-Tweed - New Haven Regional) is 28 miles from Southold, with great hotels like the 4-star Omni New Haven Hotel at Yale. East Hampton, NY (HTO) is the closest at 12 miles away, featuring the luxurious 5-star Mill House Inn just 3 miles from the airport.

Frequently asked questions

What are the best hotels in Southold that travelers recommend?
The Shoals Suites and Slips is a highly praised destination in Southold, boasting an impressive traveler review score of 9.4. This charming hotel is great for couples seeking a romantic getaway, offering premium bedding, luxurious bathrobes, and attentive champagne service that sets the mood for an intimate experience. Guests love the opportunity to explore nearby vineyards with private tours and tastings, making it a delightful choice for wine enthusiasts looking to unwind in a serene setting.

For families, Vine & Sand stands out with a great review score of 10.0. This hotel promises comfort and convenience, featuring premium bedding and designer toiletries that ensure a restful stay. Families will appreciate the spacious rooms and the opportunity to enjoy the beautiful vineyard views right from their doorstep. With rainfall showerheads and a inviting space, it's an inviting spot for relaxation after a day of exploring local attractions.
What are the best family hotels in Southold?
The Shoals Suites and Slips in Southold stands out as an exceptional family-friendly hotel, boasting a stellar review score of 9.4 from guests who appreciate its attentive service and comfortable accommodations. This charming property offers a range of amenities designed to cater to families, including complimentary cribs and a daily housekeeping service, ensuring that parents can enjoy a stress-free stay while their little ones are well taken care of. Find more child-friendly accommodations in Southold.
What hotels in Southold offer free breakfast?
Vine & Sand in Southold is an exceptional choice for travelers seeking a serene retreat complemented by attentive service. With a superb customer review rating of 10.0, this hotel stands out not only for its picturesque vineyard views but also for its delightful amenities. Find more hotels with free breakfast in Southold.
What are the top pet-friendly hotels in Southold?
The Shoals Suites and Slips in Southold, NY, is a charming pet-friendly hotel that welcomes furry companions while offering an exceptional stay for their owners. This beautifully situated property boasts a stunning white sand beach, great for morning strolls with your pet. Guests rave about the attentive service and thoughtful amenities, including premium bedding, air conditioning, and a kitchenette, ensuring a comfortable and convenient experience. See more pet-friendly hotels in Southold.
What are the best budget hotels in Southold?
For travelers seeking charming accommodations in Southold, Vine & Sand is an exceptional option, boasting a great review score of 10.0. This hotel offers a delightful array of amenities, including free Wi-Fi and complimentary breakfast on weekends, ensuring a comfortable stay without breaking the bank. Guests can enjoy the seasonal outdoor pool, relax on the terrace, or take in the beautiful vineyard views. The nearby private beach with sun loungers and umbrellas provides an ideal spot for families to unwind.

Another top property is The Shoals Suites and Slips, which has received high praise with a traveler review score of 9.4. This hotel features a kitchenette in each suite, great for families who prefer the convenience of preparing their own meals. The property also offers access to a stunning white sand beach and organizes public tours and tastings at their on-site winery, making it a fantastic choice for couples looking for a romantic getaway while still appealing to families. View all budget hotels in Southold.
What are the most romantic hotels in Southold for couples?
For couples seeking a romantic escape, The Shoals Suites and Slips in Southold is an exceptional choice, boasting an impressive customer review rating of 9.4. This hotel features an array of amenities designed to enhance your romantic getaway, including couples dining options that set the stage for intimate meals together. See all romantic hotels in Southold.
When is the best time to go to Southold?
The most popular time to visit Southold is during the late spring and summer months, particularly in July. During this peak season, you can expect delightful weather with temperatures typically ranging from the mid-70s to low 80s Fahrenheit. This warm climate is great for enjoying the beautiful beaches, picturesque vineyards, and outdoor activities that Southold has to offer.

As the summer unfolds, visitors flock to the area to take part in various festivals, farmers' markets, and events that highlight the local culture and community spirit. The vibrant atmosphere invites you to explore the charming downtown area, where you can find boutique shops and delightful eateries. With plenty of options for outdoor dining, you can savor fresh seafood or locally sourced dishes while soaking in the lively ambiance.

For those who appreciate a quieter experience, consider visiting in September. This month often features pleasant weather and a more relaxed vibe, allowing you to enjoy the natural beauty of Southold without the summer crowds. Plus, you'll find that some accommodations and attractions may offer more competitive pricing, giving you a chance to experience quality without compromising value.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Southold.
How can I save on a Southold hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Southold hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Southold hotel?
Prices for hotels in Southold often vary, but you can find a great deal from $90 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.