Book Hotels in Southold, NY

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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
$345 nightly
The price is $391 total per night from Sep 13 to Sep 14
$391 total
Sep 13 - Sep 14
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. A business center, a communal living room, and a picnic area are also on offer.
"This place has a later check in than most hotels of 4.00pm . But even then the room wasn’t available until 4.40pm. The room is very cool with a non functional small tv, but nice patio area outside the room. The lobby/breakfast area did not open at the advertised time and the offerings were pathetic. ..."

Reviewed on Aug 27, 2026

Opens in a new windowThe Shoals Suites and Slips
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $306 total per night from Aug 30 to Aug 31
$306 total
Aug 30 - Aug 31
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 ...
"Just an outstanding hotel in a breathtakingly beautiful setting!! I couldn’t be more impressed & look forward to returning! 10 stars!!"

Reviewed on Aug 26, 2026

Opens in a new windowWater'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 refundable
$87 nightly
The price is $100 total per night from Aug 30 to Aug 31
$100 total
Aug 30 - Aug 31
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 ...
"Spider in my bed . Key didn’t work couldn’t get my things and refrigerator was full of my food"

Reviewed on Aug 25, 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
$201 nightly
The price is $230 total per night from Sep 28 to Sep 29
$230 total
Sep 28 - Sep 29
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 ...
"This hotel is a dump and needs a complete overhaul. The paint is peeling the bathrooms are miniature and toilets don’t work. There is no maid service and they lie on their ad about taking guests to the shore it really should be torn down."

Reviewed on Aug 25, 2026

Opens in a new windowThe Atlantic Hotel
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$349 nightly
The price is $398 total per night from Sep 15 to Sep 16
$398 total
Sep 15 - Sep 16
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 ...
Opens in a new windowSound View Greenport
North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
$289 nightly
The price is $330 total per night from Sep 7 to Sep 8
$330 total
Sep 7 - Sep 8
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 ...
Opens in a new windowNorth Fork Resort
Hampton's Vacation Inn

Hampton's Vacation Inn

2.5 out of 5
177 West Montauk Highway Hampton Bays NY
$225 nightly
The price is $257 total per night from Aug 31 to Sep 1
$257 total
Aug 31 - Sep 1
Total with taxes and fees
This guesthouse features an outdoor tennis court and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
Opens in a new window Hampton's Vacation Inn
Budget Host East End

Budget Host East End

2 out of 5
30 Lake Avenue Riverhead NY
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $140 total per night from Sep 10 to Sep 11
$140 total
Sep 10 - Sep 11
Total with taxes and fees
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this motel. WiFi in public areas is free. A safe deposit box is provided and ...
Opens in a new windowBudget Host East End
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
$171 nightly
The price is $195 total per night from Sep 28 to Sep 29
$195 total
Sep 28 - Sep 29
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 ...
Opens in a new windowThe Bentley Hotel Southampton
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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 $100. 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 4,354 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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

5 out of 5
Posted 5 hours ago
Travelocity Verified Review
"The best of the best! This was our 5th stay at Saybrook point and each year we look forward to going back. I can’t say enough good things. Do take advantage of all the amenities the hotel has to offer. Scenic bike ride, passes to the beach, shuttle services to and from town, amazing restaurants and the pool facilities. It’s a gem of a hotel and the town itself is even better."
A verified traveler stayed at Saybrook Point Resort & Marina
Saybrook Point Resort & Marina

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