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Top Wainscott 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
$170 nightly
The price is $194 total per night from Apr 30 to May 1
$194 total
Apr 30 - May 1
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 ...
The property was just as described and we couldn't have been more pleasantly surprised when we arrived after the long trek thru what seemed like nothingness between NYC and Southampton. At 1st glance we were a bit skeptical, but upon entry found the property ti be a hidden gem. We even extended our ...

Reviewed on Apr 26, 2026

Opens in a new windowThe Bentley Hotel Southampton
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
$225 nightly
The price is $257 total per night from Apr 30 to May 1
$257 total
Apr 30 - May 1
Total with 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 ...
So clean! Loved the location.

Reviewed on Apr 27, 2026

Opens in a new windowSag Harbor Inn
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
$213 nightly
The price is $240 total per night from Apr 30 to May 1
$240 total
Apr 30 - May 1
Total with taxes and fees
This hotel features a bar/lounge, a coffee shop, and a communal living room. A business center, a picnic area, and express check-out are also on offer.
My girlfriend and I stayed in April and it was amazing stay. Rooms are outstanding, one of the best rooms we ever stayed, and location was stunning. Beautiful marina, great waterfront views from the property. It was so quiet and relaxing. We went to Greenport for dinners. 10$ Breakfast cards were ...

Reviewed on Apr 25, 2026

Opens in a new windowThe Shoals Suites and Slips
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
$168 nightly
The price is $192 total per night from May 12 to May 13
$192 total
May 12 - May 13
Total with taxes and fees
3 outdoor tennis courts, an indoor pool, and a 24-hour gym are all featured at this smoke-free aparthotel. Enjoy the seasonal outdoor pool and perks like free ...
Everything is always excellent here. The rooms are always well stocked without being overstocked; you have the ability for physical and downloadable media to watch and enjoy; parking passes are always supplied without having to ask for them; wake up calls are attentive and they don't forget them; ...

Reviewed on Apr 27, 2026

Opens in a new windowMontauk Manor
The Sagaponack

The Sagaponack

3 out of 5
3720 Montauk Hwy Wainscott NY
$264 nightly
The price is $297 total per night from May 4 to May 5
$297 total
May 4 - May 5
Total with taxes and fees
A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A communal living room and luggage storage ...
Great little nook, right off the highway. :)

Reviewed on Apr 27, 2026

Opens in a new windowThe Sagaponack
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
$224 nightly
The price is $256 total per night from Apr 30 to May 1
$256 total
Apr 30 - May 1
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free continental ...
Spacious, well appointed rooms. Great location. The complimentary breakfast was cozy (nothing fancy but gets the job done). We stayed for three nights with a small dog in tow. The only surprise was that parking was not free ($29 per night) but there was plenty of free street parking available ...

Reviewed on Apr 27, 2026

Opens in a new windowThe Harbor Front Inn
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd Montauk NY
$279 nightly
The price is $319 total per night from Apr 30 to May 1
$319 total
Apr 30 - May 1
Total with taxes and fees
This hotel features a private beach, a marina, and 2 restaurants. Traveling on business? Take advantage of the 5 conference rooms, along with free WiFi in public ...
The Montauk Yacht Club is a beautiful and relaxing getaway with a true coastal luxury feel. The property is well-maintained, with scenic waterfront views that make the entire experience feel special and refreshing. The rooms are comfortable and thoughtfully designed, offering a clean and modern aesthetic. ...

Reviewed on Apr 21, 2026

Opens in a new windowMontauk Yacht Club
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$633 nightly
The price is $724 total per night from Apr 30 to May 1
$724 total
Apr 30 - May 1
Total with taxes and fees
This resort features a private beach, a full-service spa, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside ...
We had a wonderful time. Enjoyed the location, the food, the pool, and my wife loved her massage.

Reviewed on Apr 28, 2026

Opens in a new windowGurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$258 nightly
The price is $295 total per night from May 25 to May 26
$295 total
May 25 - May 26
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 ...
Clean hotel , comfortable room, beautiful views, quiet place, EZ access to the beach. Coming back for summer

Reviewed on Apr 27, 2026

Opens in a new windowSound View Greenport
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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 Wainscott?
Family getaways are where amazing memories are made, but it's no secret that traveling with little ones can be challenging. These kid-friendly Wainscott hotels offer perks that aim to keep adventurers of all ages comfortable and happy: Magnificent Wainscott Summer Rental | 5 Minute Walk to Beach will help make your adventure the most memorable one yet. It comes with a range of nice touches, such as a swimming pool and a king bed. Also look into Charming Beach House! Walk to a quaint farmstand and Wainscott beaches. It comes with a swimming pool, a playground and plenty of opportunities for precious family time.
Where can I find cheap hotels in Wainscott?
At Travelocity you'll find really nice hotels in Wainscott 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 Wainscott rather than in Wainscott. We may find you even better rates, too.
How do I find the best Wainscott hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Wainscott 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 Wainscott?
The cheapest hotel in Wainscott is $192. 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 Wainscott?
There are 4,213 hotels in Wainscott on Travelocity.
What are the best hotels in Wainscott?
Wainscott 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 Wainscott for you!
When is the best time to visit Wainscott?
If you want the joy of a fun-filled trip in peak season, visit Wainscott 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 Wainscott?
Based on historic data is usually the cheapest month to visit Wainscott. 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 Wainscott?
There are multiple hotels in Wainscott 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 Wainscott. We have plenty of kid-friendly hotels in Wainscott to choose from on Travelocity!
Why book a hotel in Wainscott through Travelocity?
Because we have the top hotels in Wainscott! 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 Wainscott 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 Wainscott hotel reviews by fellow wanderers

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

5 out of 5
Posted 8 hours ago
Travelocity Verified Review
"We had a wonderful time. Enjoyed the location, the food, the pool, and my wife loved her massage. "
A verified traveler stayed at Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater Spa

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