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Find hotels in Southold, NY from CA $107

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Compare 4,309 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (192)
"The hotel was lovely"
The price is CA $514
CA $622 total
includes taxes & fees
Aug 19 - Aug 20
The Shoals Suites and Slips

Hampton Bays Hotel on Main

2.0 star property
6.6 out of 10, (48)
"As long as you aren’t utilizing the hotel to sleep it is great. The rooms are above a bar that plays music till late in the night. Rooms themselves are great, just a tough location with no parking "
The price is CA $193
CA $220 total
includes taxes & fees
Sep 2 - Sep 3
Hampton Bays Hotel on Main

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1000)
"Friendly staff, good restaurant "
The price is CA $491
CA $592 total
includes taxes & fees
Aug 26 - Aug 27
Saybrook Point Resort & Marina

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (912)
"great stay "
The price is CA $248
CA $317 total
includes taxes & fees
Sep 8 - Sep 9
The Atlantic Hotel

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (357)
"I cannot wait to go back. I will make excuses to stay there again!"
The price is CA $436
CA $499 total
includes taxes & fees
Aug 18 - Aug 19
The Preston House & Hotel

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (175)
"Great location, clean, staff very nice"
The price is CA $204
CA $234 total
includes taxes & fees
Sep 17 - Sep 18
Greenporter Hotel

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (425)
"Nice rooms and kind, helpful staff. Continental breakfast is a great perk!"
The price is CA $293
CA $334 total
includes taxes & fees
Sep 14 - Sep 15
Bayview Resort

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1004)
"Hotel was very clean, reasonable price, and convenient traveling"
The price is CA $107
CA $124 total
includes taxes & fees
Sep 8 - Sep 9
Pier Blue Inn Old Saybrook - Essex

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (299)
"Property maintain nice and very clean and private."
The price is CA $330
CA $377 total
includes taxes & fees
Sep 1 - Sep 2
Hampton's Vacation Inn

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (187)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"
The price is CA $269
CA $307 total
includes taxes & fees
Sep 1 - Sep 2
Ocean Vista Resort

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (633)
"Great place to stay"
The price is CA $361
CA $412 total
includes taxes & fees
Sep 2 - Sep 3
The Hampton Maid

Greenview Inn Riverhead

2.0 star property
7.2 out of 10, Good, (696)
"Rooms were brand new and clean! Would stay again for sure "
The price is CA $125
CA $143 total
includes taxes & fees
Sep 17 - Sep 18
Greenview Inn Riverhead

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (505)
"Great location "
The price is CA $303
CA $414 total
includes taxes & fees
Sep 7 - Sep 8
The Harbor Front Inn

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (282)
"Great location Rooms are very small but still amazing "
The price is CA $596
CA $749 total
includes taxes & fees
Sep 4 - Sep 5
Baron's Cove

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1003)
"Great family resort with a range of dinner options. "
The price is CA $330
CA $404 total
includes taxes & fees
Sep 7 - Sep 8
Water's Edge Resort & Spa

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1008)
"The staff was great, older hotel but in good shape. "
The price is CA $134
CA $154 total
includes taxes & fees
Sep 16 - Sep 17
Quality Inn Old Saybrook - Westbrook

Zey Hotel

3.5 star property
9.2 out of 10, Wonderful, (266)
"Great location and friendly staff "
The price is CA $476
CA $544 total
includes taxes & fees
Sep 1 - Sep 2
Zey Hotel

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

2.5 star property
8.6 out of 10, Excellent, (1004)
"The breakfast and eating area was very good. "
The price is CA $257
CA $294 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (311)
"Great stay!! "
The price is CA $593
CA $682 total
includes taxes & fees
Sep 4 - Sep 5
Madison Beach Hotel

Hotel Indigo East End by IHG

3.5 star property
8.8 out of 10, Excellent, (1001)
"Great place for a staycation!"
The price is CA $314
CA $358 total
includes taxes & fees
Sep 15 - Sep 16
Hotel Indigo East End by IHG
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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.

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 hotel for couples in Southold?

The Shoals Suites and Slips is a favorite hotel for couples, and features wedding services and free breakfast. See all romantic hotels 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.

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's the best accommodation to stay near the beach in Southold?

Shorecrest Bed and Breakfast is a top beach B&B with free breakfast and free WiFi, and it's located close to McCabe's Beach. See more stays near the beach in Southold.

What's the best high-end hotel in Southold?

Vine & Sand is a luxury B&B with a private beach and a seasonal outdoor pool, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels 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 Saybrook Point Resort & Marina are a couple of other choices that feature an onsite pool. View all hotels with pools in Southold.

What is the best spa hotel in Southold?

Shorecrest Bed and Breakfast is a top spa hotel with 5 rooms, free WiFi, and a fireplace in the lobby. Enjoy a massage at the on-site spa. See all spa hotels 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 154 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.