Book Hotels in Southold, NY

Top Southold hotels

Vine & Sand

47100 New York 25, Southold, NY

A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like buffet breakfast and WiFi in ...

"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport."

Reviewed on Feb 17, 2025

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The Shoals Suites and Slips

61600 Main Rd, Southold, NY

A restaurant and a bar/lounge are featured at this hotel. A business center, a coffee shop, and a communal living room are also on offer.

"Amazing"

Reviewed on Jun 15, 2025

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Saybrook Point Resort & Marina

2 Bridge St, Old Saybrook, CT

Fully refundableReserve now, pay when you stay

A full-service spa, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public ...

"The perfect, most relaxing getaway from NYC!"

Reviewed on Jun 28, 2025

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Baron's Cove

31 West Water Street, Sag Harbor, NY

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free valet parking and free WiFi. Free self parking, ...

"The property is beautiful and conveniently located. Staff are kind, polite and helpful. Cleanliness mostly was fine. The shower floor is a concrete looking stone which is hard to see if it's cleaned and there was hair still on the drain."

Reviewed on Jun 21, 2025

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Hyatt Place Long Island East End

451 East Main Street, Riverhead, NY

Fully refundableReserve now, pay when you stay

A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and ...

"Very comfortable bed, clean and very well located! Would come back anytime"

Reviewed on Jun 25, 2025

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Sound View Greenport

58775 County Rd 48, Greenport, NY

A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with ...

"We had an overall great stay and will be back. Especially loved nights out on the beach!"

Reviewed on Jun 22, 2025

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Quality Inn Old Saybrook - Westbrook

100 Essex Rd, Old Saybrook, CT

Fully refundableReserve now, pay when you stay

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...

"Very nice property. Rooms were large and clean."

Reviewed on Jun 26, 2025

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Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd, Old Saybrook, CT

Fully refundableReserve now, pay when you stay

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers ...

"This is a great place to stay with an outstanding location in Old Saybrook right on RT 1. Great breakfast cafe right across the street."

Reviewed on Jun 24, 2025

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Greenview Inn Riverhead

1433 W Main St, Riverhead, NY

Fully refundableReserve now, pay when you stay

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is provided and the front desk is staffed around-the-clock.

"Great stay! Clean nice rooms. All you could need for a quick trip. Easy parking, hair dryer, shampoo and conditioner, AC, vending machine. Would return. No complaints."

Reviewed on Jun 23, 2025

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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.

Frequently asked questions

What are the top kid-friendly hotels in Southold?

Family getaways are where the best memories are made, but it's no secret that traveling with youngsters can be tricky. These kid-friendly Southold hotels come with perks designed to keep adventurers of all ages relaxed and happy: The Stucco House will help make your next trip the most memorable one yet. It features an assortment of conveniences geared toward families, such as a king bed and a fireplace. Otherwise, spend your nights in Southold at Idyllic waterfront home with dock, kayaks, bikes, firepit, & fireplace - dogs OK. Make the most of cycling, a king bed and more here.

Where can I find cheap hotels in Southold?

At Travelocity you'll find really nice hotels in Southold at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Southold rather than in Southold. We may find you even better rates, too.

How do I find the best Southold hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Southold then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Southold?

The cheapest hotel in Southold is . This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Southold?

There are 4,401 hotels in Southold on Travelocity.

What are the best hotels in Southold?

Southold has so many great hotels to choose from at Travelocity --- and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Southold for you!

When is the best time to visit Southold?

If you want the joy of a fun-filled trip in peak season, visit Southold during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, October and December.

When is the cheapest time to stay in Southold?

Based on historic data is usually the cheapest month to visit Southold. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Southold?

There are multiple hotels in Southold that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Southold. We have plenty of kid-friendly hotels in Southold to choose from on Travelocity!

Why book a hotel in Southold through Travelocity?

Because we have the top hotels in Southold! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Southold on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.