Book Cheap Hotels in Wainscott

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Most frequently booked Wainscott hotels

The Sagaponack

The Sagaponack

3 out of 5
3720 Montauk Hwy Wainscott NY
1.66 km from city centre
The price is CA $209 per night
CA $209
CA $294 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Stay at this B&B in Wainscott. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Wolffer Estates Vineyard and South Fork Natural History Museum and Nature Center are located nearby.
Pool
Pet-friendly
Wainscott Woods Retreat

Wainscott Woods Retreat

2.5 out of 5
380 Montauk Hwy Wainscott NY
1.4 km from city centre
The price is CA $486 per night
CA $486
CA $555 total
Jan 25 - Jan 26, 2026
includes taxes & fees
Book a stay at this golf hotel in Wainscott. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Wolffer Estates Vineyard and SagPond Vineyards are located nearby.
Pool
Parking included
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
22.88 km from city centre
The price is CA $493 per night
CA $493
CA $677 total
Jan 25 - Jan 26, 2026
includes taxes & fees
Book a stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Popular attractions Hither Woods Preserve and Hither Hills State Park are located nearby.
On private beach
Pool
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
27.19 km from city centre
Get rates
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions South Edison Beach and Kirk Park Beach are located nearby.
Pool
Hot tub
Offshore Montauk

Offshore Montauk

2 out of 5
71 S Emerson Ave Montauk NY
26.93 km from city centre
The price is CA $159 per night
CA $159
CA $260 total
Jan 14 - Jan 15, 2026
includes taxes & fees
Stay at this hotel in Montauk. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Kirk Park Beach and South Edison Beach are located nearby.
Pool
Pet-friendly
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Free cancellation
Reserve now, pay when you stay
19.34 km from city centre
The price is CA $171 per night
CA $171
CA $197 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sebonack Golf Course and Shinnecock Hills Golf Course are located nearby.
Pool
Pet-friendly
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
27.57 km from city centre
The price is CA $190 per night
CA $190
CA $243 total
Jan 12 - Jan 13, 2026
includes taxes & fees
Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shadmoor State Park and Fort Pond are located nearby.
Pool
Hot tub
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
20.88 km from city centre
The price is CA $185 per night
CA $185
CA $249 total
Jan 25 - Jan 26, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenport Carousel and Camera Obscura are located nearby.
Pool
Breakfast included
Bayview Resort

Bayview Resort

2.5 out of 5
53 West Tiana Road Hampton Bays NY
26.51 km from city centre
Get rates
Book a stay at this beach motel in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Regal UA Hampton Bays and Good Ground Park are located nearby.
On private beach
Pool
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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.

Top family friendly Wainscott hotel deals

380 Inn

380 Inn

380 Montauk highway Wainscott NY
Get rates

Top hotels in Wainscott for Extended Stay

Montauk Manor

Montauk Manor

236 Edgemere St. Montauk NY
The price is CA $190 per night from Jan 12 to Jan 13
CA $190
CA $243 total
Jan 12 - Jan 13, 2026
includes taxes & fees
9/10 Wonderful! (1,271 reviews)
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.

Wainscott hotels essential information

Accommodation
4,114 hotels
Lowest Price
CA $197
Highest Price
CA $677
Popular hotels
The Sagaponack, Wainscott Woods Retreat, Gurney's Montauk Resort & Seawater Spa, Montauk Blue Hotel, Offshore Montauk, The Bentley Hotel Southampton, Montauk Manor, The Harbor Front Inn, Bayview Resort

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 CA $197 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 4,114 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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Room was beautiful and spacious. Staff was courteous and on point. "
A verified traveller stayed at The Bentley Hotel Southampton
The Bentley Hotel Southampton

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