Book Hotels in Southold, NY

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Top Southold hotels

The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
$412 nightly
The price is $471 total per night from Jul 19 to Jul 20
$471 total
Jul 19 - Jul 20
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. If you want to take your pet along, this pet-friendly property ...
"Great place to stay. I enjoyed it very much. Clean and friendly staff"

Reviewed on Jun 30, 2026

Opens in a new windowThe Bentley Hotel Southampton
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
$397 nightly
The price is $450 total per night from Jul 21 to Jul 22
$450 total
Jul 21 - Jul 22
Total with taxes and fees
This hotel features a bar/lounge, a coffee shop, and a communal living room. A business center, a picnic area, and express check-out are also on offer.
"Incredibly beautiful place and perfectly clean!"

Reviewed on Jun 26, 2026

Opens in a new windowThe Shoals Suites and Slips
North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
$339 nightly
The price is $387 total per night from Jul 13 to Jul 14
$387 total
Jul 13 - Jul 14
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this cottage. WiFi in public areas is free. A picnic area and barbecue grills ...
"Spotless room. Very accommodating hosts. Crystal clear pool. Service could not not been better. A plus"

Reviewed on Jul 6, 2026

Opens in a new windowNorth Fork Resort
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
$243 nightly
The price is $278 total per night from Jul 27 to Jul 28
$278 total
Jul 27 - Jul 28
Total with taxes and fees
A bar/lounge and a coffee shop are featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a picnic area ...
"Wonderful restaurants and nearby shopping"

Reviewed on Jul 3, 2026

Opens in a new windowZey Hotel
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
$318 nightly
The price is $365 total per night from Jul 8 to Jul 9
$365 total
Jul 8 - Jul 9
Total with 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 ...
"Beautiful property. Sunday Brunch was excellent. Staff is friendly."

Reviewed on Jul 1, 2026

Opens in a new windowWater's Edge Resort & Spa
Hotel Indigo Long Island - East End by IHG

Hotel Indigo Long Island - East End by IHG

3.5 out of 5
1830 W Main St Riverhead NY
Fully refundable
$296 nightly
The price is $338 total per night from Jul 12 to Jul 13
$338 total
Jul 12 - Jul 13
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"Superb treatment by the staff. The menu choices were very good. Staff was attentive and accommodating. Will visit again!"

Reviewed on Jul 4, 2026

Opens in a new windowHotel Indigo Long Island - East End by IHG
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$530 nightly
The price is $606 total per night from Jul 21 to Jul 22
$606 total
Jul 21 - Jul 22
Total with taxes and fees
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 ...
"Amazing views Rooms were just right People were pleasant BEach chairs and towels readily available Otherwise had a great time Service at the restaurant very slow"

Reviewed on Jul 2, 2026

Opens in a new windowSound View Greenport
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$96 nightly
The price is $111 total per night from Jul 7 to Jul 8
$111 total
Jul 7 - Jul 8
Total with taxes and fees
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 ...
"Really friendly staff"

Reviewed on Jul 5, 2026

Opens in a new windowPier Blue Inn Old Saybrook - Essex
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
$273 nightly
The price is $312 total per night from Jul 26 to Jul 27
$312 total
Jul 26 - Jul 27
Total with 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 ...
"Terrible!!!! We arrived at the Atlantic Inn at 5:00 pm after being on the beach all day only to be told that they cancelled our reservation for the 2 rooms we booked!!! They were so rude about it and didn’t even apologize. They tried running our credit card prior to arrival but unfortunately that ..."

Reviewed on Jul 5, 2026

Opens in a new windowThe Atlantic Hotel
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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 $111. 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 4,382 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

North Fork Resort

North Fork Resort

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Spotless room. Very accommodating hosts. Crystal clear pool. Service could not not been better. A plus"
A verified traveler stayed at North Fork Resort
North Fork Resort

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