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Compare 4,307 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Southold hotels

Spark by Hilton Guilford

2.5 star property
8.2 out of 10, Very good, (21)
"Friendly and helpful staff Great area"
The price is CA $176
CA $203 total
includes taxes & fees
Aug 31 - Sep 1
Spark by Hilton Guilford

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (676)
"Good place to stay"
The price is CA $173
CA $197 total
includes taxes & fees
Aug 25 - Aug 26
Shorewood Inn

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1002)
"Perfect spot for my visit"
The price is CA $140
CA $161 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Old Saybrook - Westbrook

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (192)
"The hotel was lovely"
The price is CA $507
CA $615 total
includes taxes & fees
Aug 26 - Aug 27
The Shoals Suites and Slips

Liberty Inn

2.0 star property
7.4 out of 10, Good, (620)
"Service at front desk was very good!"
The price is CA $120
CA $139 total
includes taxes & fees
Sep 7 - Sep 8
Liberty Inn

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1007)
"Hotel was very clean, reasonable price, and convenient traveling"
The price is CA $111
CA $128 total
includes taxes & fees
Sep 1 - Sep 2
Pier Blue Inn Old Saybrook - Essex

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (268)
"Great stay. Fantastic location. Wonderful motel providing everything you need. Clean, comfortable and excellent value."
The price is CA $110
CA $126 total
includes taxes & fees
Sep 1 - Sep 2
Clinton Motel

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (443)
"Definitely an older property, but staff were helpful people and our room was clean and quiet. Easy car ride to get to the ocean."
The price is CA $106
CA $122 total
includes taxes & fees
Sep 9 - Sep 10
Econo Lodge Inn & Suites Old Saybrook Westbrook

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (893)
"This was convenient to the highway and to a wedding we were attending at Water's Edge."
The price is CA $104
CA $123 total
includes taxes & fees
Aug 24 - Aug 25
Super 8 by Wyndham Old Saybrook

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (71)
"Lovely hotel/ resort. Look forward to going again!"
The price is CA $412
CA $517 total
includes taxes & fees
Sep 21 - Sep 22
The Pridwin Hotel

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (180)
"Close to town and pool was great!"
Greenporter Hotel

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (320)
"Great place!"
The price is CA $303
CA $386 total
includes taxes & fees
Sep 3 - Sep 4
The Bentley Hotel Southampton

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (104)
"Enjoyed my stay"
The price is CA $265
CA $305 total
includes taxes & fees
Sep 8 - Sep 9
The Niantic Inn

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (302)
"Our stay at Hampton’s Vacation Inn was excellent. The cottage was awesome, the staff was amazing, and the room was clean and very accessible to everything. I would definitely stay here again and highly recommend it to others."
The price is CA $250
CA $286 total
includes taxes & fees
Aug 27 - Aug 28
Hampton's Vacation Inn

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (504)
"Had a fantastic room 324 in the newer building.. Breakfast was delicious and service terrific.."
The price is CA $388
CA $446 total
includes taxes & fees
Aug 25 - Aug 26
Copper Beech Inn

Wainscott Woods Retreat

2.0 star property
8.0 out of 10, Very good, (2)
"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...
The price is CA $1,627
CA $1,859 total
includes taxes & fees
Aug 24 - Aug 25
Wainscott Woods Retreat

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (242)
"Everything was fantastic, will stay again!"
The price is CA $298
CA $331 total
includes taxes & fees
Sep 21 - Sep 22
The Captain Stannard

Greenview Inn Riverhead

2.0 star property
7.2 out of 10, Good, (702)
"Rooms were brand new and clean! Would stay again for sure "
The price is CA $155
CA $178 total
includes taxes & fees
Sep 22 - Sep 23
Greenview Inn Riverhead

Hampton Bays Hotel on Main

2.0 star property
6.8 out of 10, (53)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
The price is CA $161
CA $184 total
includes taxes & fees
Sep 3 - Sep 4
Hampton Bays Hotel on Main

Lamplighter Motel - Clinton, Connecticut

2.5 star property
6.2 out of 10, (213)
"Would stay again. "
The price is CA $96
CA $110 total
includes taxes & fees
Sep 7 - Sep 8
Lamplighter Motel - Clinton, Connecticut
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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These pet-friendly hotels in Southold may fit your trip

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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.

Stay near popular Southold attractions

Find out more about Southold

Find out more about Southold

Top reasons to visit Southold

  • Stunning Beaches: Southold boasts beautiful beaches perfect for sunbathing and swimming, providing a relaxing seaside experience.
  • Outdoor Activities: Enjoy a variety of outdoor adventures, including paddle boarding and hiking in scenic parks.
  • Cultural Exploration: Discover local history at the Southold Historical Museum and engage with the area's rich heritage.
  • Family-Friendly Fun: Experience water parks and live music, ensuring enjoyable entertainment for all ages.
  • Diverse Accommodations: Choose from charming B&Bs to comfortable hotels, catering to every budget and preference.

Find great hotels in Southold

Southold presents a delightful selection of hotel accommodations, catering to various preferences and budgets. From charming bed and breakfasts to well-appointed hotels, visitors can find the perfect spot for a memorable stay. With amenities tailored for pet lovers, beach enthusiasts, and adventure seekers, Southold's lodging options promise a relaxing and enjoyable vacation experience. Discover the best hotels in Southold and make the most of your time in this picturesque destination.

  • Sound View Greenport: Nestled merely 4.8km from Southold, Sound View Greenport is a delightful 3.5-star hotel that embodies the essence of a beach getaway. This family-friendly property offers direct access to the beach, making it perfect for those looking to soak up the sun. Families will appreciate the thoughtful amenities for children, such as window guards and complimentary cribs. Additionally, pet lovers will be happy to know that the hotel welcomes pets, with specific provisions for dogs and cats. A tranquil atmosphere paired with family-oriented services makes this a standout choice for anyone seeking a memorable vacation.
  • The Harbor Front Inn: Located 6.4km from Southold, The Harbor Front Inn is a stylish 3.5-star accommodation that caters to both pet owners and business travellers. The inn offers a welcoming environment for your furry friends, with amenities such as in-room pet permissions and a fee-waived policy for service animals. For those on business, the property is equipped with essential facilities to ensure a productive stay. Its charming waterfront location adds an extra layer of appeal, making it an ideal choice for those looking to blend work and relaxation.
  • Sag Harbor Inn: Situated 12.9km from Southold, the Sag Harbor Inn is another 3.5-star lodging option that focuses on the needs of business travellers. The inn features a dedicated meeting room, making it a practical choice for corporate gatherings. With its serene setting and professional atmosphere, it provides a conducive environment for both work and leisure. Guests can expect a comfortable stay that balances business needs with a touch of local charm.

Where to stay in Southold

Southold, New York, is a charming destination perfect for outdoor enthusiasts and romantic getaways. Enjoy family-friendly activities amidst beautiful scenery, with easy beach access for sun-soaked days. Explore the nearby coastal towns, like Westhampton Beach, for luxury shopping and local art. Whether you’re lounging on the shore or embarking on excursions, Southold offers a delightful mix of relaxation and adventure for your next getaway.

  • Sag Harbor: Nestled 12.9km from Southold, Sag Harbor offers a charming blend of maritime history and modern allure. This picturesque city is a popular destination for those seeking outdoor adventures, romantic getaways, and beach relaxation. With a vibrant arts scene and quaint boutiques, visitors can explore local galleries or enjoy a leisurely stroll along the waterfront. The nearby beaches and parks provide ample opportunities for family-friendly outings, while the golf courses and ski fields cater to sports enthusiasts. Peak tourist season from June to August means lively events and crowded shores, but the quieter months from October to December offer a serene escape.
  • Greenport: Just 6.4km from Southold, Greenport is a delightful seaside village that captivates visitors with its maritime charm and inviting atmosphere. Known for its outdoor experiences, romantic vibes, and beautiful beaches, Greenport is a haven for couples and families alike. The local scene thrives with music concerts, vibrant markets, and an array of dining options, making it a perfect spot for a weekend getaway. The sandy shores and family-friendly beaches are ideal for sun-soaking days, while the nearby casino adds an extra layer of excitement. The peak season from June to August promises a bustling energy, while the quieter months from November to January allow for a more relaxed visit.
  • Southampton: Located 20.9km from Southold, Southampton is a sophisticated coastal city renowned for its stunning beaches and outdoor recreation. This sought-after destination attracts visitors seeking romance, relaxation, and adventure. With its beautiful lakes and family-friendly beaches, Southampton is perfect for both sun-soaking and watersports. The city boasts numerous golf courses and ski fields, catering to sports enthusiasts year-round. Peak tourist activity from May to July ensures plenty of lively events and social gatherings, while the quieter months from October to December offer a peaceful retreat, allowing you to truly unwind.

Things to do in Southold

Southold, New York, offers a charming blend of outdoor activities and romantic experiences perfect for a getaway. Visitors can enjoy scenic parks, paddle boarding, and the thrill of recreational areas. For entertainment, there's live music and water parks, making it an ideal destination for a fun-filled vacation. Whether you seek relaxation or adventure, Southold has something to cater to every taste.

Shopping

For a unique shopping experience, visit the Greenport Farmers' Market, just 6.4km away, offering local produce and crafts. BookHampton, 12.9km from Southold, features a charming selection of books. If you're up for a drive, check out Clinton Plaza Shopping Center, 24.1km away, for family-friendly shopping and entertainment.

Recreation

Explore Goldsmith's Inlet Park for a serene experience with nature, offering beautiful trails and peaceful spots to unwind. For some family fun, head to Shelter Island Whale's Tail mini-golf, where adventure and sports blend seamlessly. Lastly, enjoy a round at Noyac Golf Club, embracing the great outdoors.

Adventure

Splish Splash Water Park, located 30.6km from Southold, offers thrilling water slides and wave pools for family fun. For motorsport enthusiasts, Riverhead Raceway, 112.9km away, delivers high-speed excitement. Explore the scenic Walking Dunes Trailhead, located 33.8km from Southold, with breathtaking landscapes and outdoor adventures.

Nightlife

Experience the enchanting Greenport Carousel, just 6.4km from Southold, perfect for family fun. For a touch of culture and romance, head to Bay Street Theatre, 12.9km away, or Guild Hall, 16.4km away, both offering engaging performances and a vibrant atmosphere.

Booking tips and Expedia advantages for Southold

To save money during your visit to Southold, consider exploring free attractions like 67 Steps Beach, The Hamptons Beaches, and Kontokosta Winery. The best times to visit for lower prices are from January to March, with Tuesdays being the cheapest days for accommodation. Utilize Expedia’s search tool to find the best hotel deals by sorting prices and selecting eco-friendly options. Additionally, bundling your hotel, flights, and activities can lead to significant savings. Keep an eye out for great rates and offers to ensure you get the best value for your trip.

  • 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 enables you to specify your budget, desired location, and additional preferences. You can easily arrange your search results to display prices from lowest to highest, ensuring you find the most affordable hotels right away. Moreover, you have the option to refine your search by hotel type. For instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally-friendly accommodation options that are available for booking.
  • 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 in Southold

Southold, New York, is an ideal destination for outdoor lovers and romantics alike, offering a blend of beachside relaxation, cultural experiences, and historical exploration. Visitors can enjoy the beautiful beaches, delve into local history at the Southold Historical Museum, or unwind in picturesque urban parks. Whether you seek adventure or a tranquil getaway, Southold’s attractions cater to a diverse range of interests, making it a delightful spot for your vacation.

  • 67 Steps Beach: Located 8.0km from Southold, this charming beach offers a relaxed atmosphere with stunning views of the water. It's perfect for soaking up the sun and enjoying a leisurely stroll along the shore.
  • Railroad Museum of Long Island: Situated 6.4km away, this museum immerses visitors in the rich history of railroads in the region. Explore fascinating exhibits and discover the cultural significance of rail transport.
  • Sag Harbor Marine Park: About 12.9km from Southold, this marina provides a fantastic outdoor experience. Engage in various water activities and enjoy the adventurous spirit of the beach setting, making it ideal for families and outdoor enthusiasts.

Best time to go to Southold

The best time to visit Southold is dependant 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

For your visit to Southold, New York, you can access several major airports. Islip, NY (ISP-MacArthur) is approximately 64.4km away, with nearby hotels like the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both situated 6.4km from the airport. New Haven, CT (HVN-Tweed - New Haven Regional) is around 45.1km from Southold, featuring hotels such as the 4-star Omni New Haven Hotel at Yale, just 4.8km from the airport. Additionally, East Hampton, NY (HTO) is located 19.3km away, with luxurious options like the 5-star Mill House Inn, 4.8km from the airport, providing convenient access for your travels.

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?

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor : This vacation home rental outside of Southold offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a patio, a garden, and a hot tub so you can immerse yourself in your vacation. 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 Saybrook Point Resort & Marina 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 153 hotels and other accommodations to choose from. Find out more about Southold.

What should I see while I'm in Southold?

The picturesque setting of McCabe's Beach and Horton Lane Beach exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Sparkling Pointe and Croteaux Vineyards. Check out what more to see and do in Expedia's Southold guide.

How should I get around Southold?

To see more of the larger area, hop aboard a train at Southold Station. 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.