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Top Southold hotels

The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd, Southold, NY
$651 nightly
The price is $740 total per night from Jun 1 to Jun 2
$740 total
Jun 1 - Jun 2
Total includes taxes and fees
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.
"Great stay! Room was very spacious and clean! Loved the outdoor space with the picnic tables and food truck. Such a great weekend, staff was very kind."

Reviewed on May 27, 2025

The Shoals Suites and Slips
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street, Sag Harbor, NY
$305 nightly
The price is $348 total per night from Jun 1 to Jun 2
$348 total
Jun 1 - Jun 2
Total includes taxes and fees
An outdoor pool is featured at this hotel, along with free self parking. Enjoy the free continental breakfast each morning. A fireplace in the lobby and luggage ...
"Great location and close to the water. Easy parking. Easy check in. Good value."

Reviewed on May 27, 2025

Sag Harbor Inn
Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End

3 out of 5
2012 Old Country Road, Riverhead, NY
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $194 total per night from Jun 2 to Jun 3
$194 total
Jun 2 - Jun 3
Total includes taxes and fees
2 hot tubs, an indoor pool, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center ...
"NO SHOWER GEL IN THE 2 BEDROOM SUITE INFORMED STAFF 3 X TOOK 2 HOURS TO GET SHOWER GEL THEY SHOULD CHECK ALL THE ROOMS PRIOR TO CHECK IN NO CAN OPENER IN THE KITCHEN, REQUESTED AND CAME WITHIN 15 MINUTES"

Reviewed on May 27, 2025

Residence Inn by Marriott New York Long Island East End
Baron's Cove

Baron's Cove

4 out of 5
31 West Water Street, Sag Harbor, NY
$340 nightly
The price is $388 total per night from Jun 9 to Jun 10
$388 total
Jun 9 - Jun 10
Total includes taxes and fees
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, ...
"Great place to stay in Sag Harbor. Walk to town, and easy drives to all Hamptons. Will return."

Reviewed on May 19, 2025

Baron's Cove
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road, Westbrook, CT
$314 nightly
The price is $361 total per night from Jun 1 to Jun 2
$361 total
Jun 1 - Jun 2
Total includes taxes and fees
This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink ...
"I love that this is (like its name) right by the water's edge, with a private beach. I appreciate having different options between the indoor and outdoor pool and the beach. The grounds are beautifully kept and the staff are very friendly."

Reviewed on May 28, 2025

Water's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $97 total per night from Jun 4 to Jun 5
$97 total
Jun 4 - Jun 5
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.
"Clean, great hot water and water pressure. Well maintained. Helpful staff that showed concern. Will be back."

Reviewed on May 25, 2025

Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $116 total per night from Jun 5 to Jun 6
$116 total
Jun 5 - Jun 6
Total includes taxes and fees
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. ...
"Clean and quiet"

Reviewed on May 24, 2025

Quality Inn Old Saybrook - Westbrook
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
$271 nightly
The price is $310 total per night from Jun 1 to Jun 2
$310 total
Jun 1 - Jun 2
Total includes taxes and fees
This hotel's 2 outdoor tennis courts and outdoor pool are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in ...
"Great little property! Very nice!"

Reviewed on May 22, 2025

The Atlantic Hotel
Greenview Inn Riverhead

Greenview Inn Riverhead

2 out of 5
1433 W Main St, Riverhead, NY
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $165 total per night from Jun 1 to Jun 2
$165 total
Jun 1 - Jun 2
Total includes taxes and fees
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.
"Allround great place to stay"

Reviewed on May 27, 2025

Greenview Inn Riverhead
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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 $97. 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 4,377 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.

Recent Southold hotel reviews by fellow wanderers

Greenview Inn Riverhead

Greenview Inn Riverhead

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Allround great place to stay"
A verified traveler stayed at Greenview Inn Riverhead
Greenview Inn Riverhead
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