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
$435 nightly
The price is $497 total per night from Jul 19 to Jul 20
$497 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 ...
"Staff was very friendly. Concept of changing an old motel into new, stylish rooms was great. Hard to sleep with the amount of noises from the AC units and other rooms. Not the best smelling rooms either. Good stay for the price."

Reviewed on Jun 29, 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 13 to Jul 14
$450 total
Jul 13 - Jul 14
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
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
$203 nightly
The price is $231 total per night from Jul 15 to Jul 16
$231 total
Jul 15 - Jul 16
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 ...
"Good."

Reviewed on Jun 24, 2026

Opens in a new windowZey Hotel
North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
$251 nightly
The price is $287 total per night from Jul 1 to Jul 2
$287 total
Jul 1 - Jul 2
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 ...
"We loved our stay at the North Fork Resort. We would definitely recommend. Family & pet friendly to the max! Any hiccups we had with our stay were resolved without hesitation or annoyance by the staff. They were incredibly accommodating. The pool area was spacious and clean but the pool itself was ..."

Reviewed on Jun 26, 2026

Opens in a new windowNorth Fork Resort
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
$340 nightly
The price is $391 total per night from Jul 21 to Jul 22
$391 total
Jul 21 - Jul 22
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 ...
"we stayed for weekend had a great time beautiful room comfortable bed amazing spa tub restraunt food and bar convenient & delicious staff very nice"

Reviewed on Jun 25, 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
$294 nightly
The price is $336 total per night from Jul 6 to Jul 7
$336 total
Jul 6 - Jul 7
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 ...
"Everything was great breakfast could have been better choices, more protein ideas less carbs ... Very carb heavy breakfast"

Reviewed on Jun 29, 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
$496 nightly
The price is $567 total per night from Jul 14 to Jul 15
$567 total
Jul 14 - Jul 15
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 ...
"The Soundview is one of my favorite hotels in greenport ( favorite) we had an amazing room I never wanted to leave!!"

Reviewed on Jun 20, 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
$97 nightly
The price is $111 total per night from Jul 22 to Jul 23
$111 total
Jul 22 - Jul 23
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 ...
"staff and parking"

Reviewed on Jun 22, 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 15 to Jul 16
$312 total
Jul 15 - Jul 16
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 ...
"Room hadn't been cleaned upon arrival."

Reviewed on Jun 25, 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

Hotel Indigo Long Island - East End by IHG

Hotel Indigo Long Island - East End by IHG

4 out of 5
Posted 7 hours ago
Travelocity Verified Review
"Everything was great breakfast could have been better choices, more protein ideas less carbs ... Very carb heavy breakfast"
A verified traveler stayed at Hotel Indigo Long Island - East End by IHG
Hotel Indigo Long Island - East End by IHG

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