Book 2 Star Hotels in Wainscott Woods
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Featured Wainscott Woods 2 Stars Hotels

Sag Harbor Inn
45 West Water Street Sag Harbor NY
4.29 mi from city center
$225 nightly
The price is $257 total per night
$257 total
Apr 16 - Apr 17
Total with taxes and fees
Sag Harbor Inn offers an outdoor pool, a seasonal outdoor pool, and coffee in a common area. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. Additional amenities include a meeting room, a fireplace in the lobby, and a vending machine.
Pool
Breakfast included

Journey East Hampton
490 Pantigo Road East Hampton NY
4.93 mi from city center
$272 nightly
The price is $311 total per night
$311 total
Apr 20 - Apr 21
Total with taxes and fees
Guests of Journey East Hampton enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. Free parking is available if you drive. Staff members are on hand to provide dry cleaning/laundry services, concierge services, and luggage storage. Additional amenities include free use of bicycles, a picnic area, and a garden.
Pool
Breakfast included

The Shoals Suites and Slips
61600 Main Rd Southold NY
11.73 mi from city center
$179 nightly
The price is $201 total per night
$201 total
Apr 27 - Apr 28
Total with taxes and fees
Guests of The Shoals Suites and Slips enjoy features like a business center, free use of bicycles and a computer station. Front-desk staff can assist with concierge services, luggage storage, and securing valuables. Additional amenities include express check-out, a banquet hall, and a picnic area.
Free WiFi
Air conditioning

The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Free Cancellation
Reserve now, pay when you stay
11.9 mi from city center
$140 nightly
The price is $160 total per night
$160 total
Apr 26 - Apr 27
Total with taxes and fees
Renovated in 2023, The Bentley Hotel Southampton offers a seasonal outdoor pool, coffee in a common area, and laundry facilities. You can put free parking to good use if you drive. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a picnic area and a garden.
Pool
Pet friendly

The Harbor Front Inn
209 Front St Greenport NY
11.85 mi from city center
$194 nightly
The price is $222 total per night
$222 total
Apr 28 - Apr 29
Total with taxes and fees
At The Harbor Front Inn, guests have access to a 24-hour gym, free WiFi in public areas, and a seasonal outdoor pool. Self parking is offered for USD 29 per day. Front-desk staff can assist with concierge services and luggage storage. Additional amenities include a terrace and a TV in a common area.
Pool
Breakfast included

Sound View Greenport
58775 County Rd 48 Greenport NY
12.53 mi from city center
$228 nightly
The price is $260 total per night
$260 total
May 4 - May 5
Total with taxes and fees
Guests of Sound View Greenport enjoy features like a private beach, free WiFi in public areas, and conference space. Self parking is available for USD 29 per night. The front desk is staffed 24 hours a day to help with luggage storage and concierge services. Other amenities at this beach hotel include a seasonal outdoor pool, a terrace, and a banquet hall.
On private beach
Pool

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
14.25 mi from city center
$535 nightly
The price is $611 total per night
$611 total
Apr 21 - Apr 22
Total with taxes and fees
Guests of Gurney's Montauk Resort & Seawater Spa have access to a private beach, a full-service spa, and an indoor pool. The front desk is staffed 24/7 to help with concierge services, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a 24-hour gym, meeting rooms, and a conference center.
On private beach
Pool

Offshore Montauk
71 S Emerson Ave Montauk NY
16.75 mi from city center
$255 nightly
The price is $291 total per night
$291 total
Apr 21 - Apr 22
Total with taxes and fees
Guests of Offshore Montauk have access to an outdoor pool, a gym, and a steam room. You can put free parking to good use if you drive. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Additional amenities include free WiFi in public areas, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Spa

Montauk Manor
236 Edgemere St. Montauk NY
17.07 mi from city center
$152 nightly
The price is $173 total per night
$173 total
Apr 27 - Apr 28
Total with taxes and fees
Guests staying at Montauk Manor enjoy an indoor pool, a 24-hour gym, and a sauna. Transportation is made easy with an area shuttle. The 24-hour front desk has staff standing by to help with securing valuables, concierge services, and luggage storage. Additional amenities include outdoor tennis courts, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
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See all available properties in Wainscott Woods
View all propertiesLowest 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 Woods hotels essential information
Accommodation | 4,134 hotels |
|---|---|
Lowest Price | $160 |
Highest Price | $611 |
Popular hotels | Gurney's Montauk Resort & Seawater Spa, Montauk Manor, Sound View Greenport, The Bentley Hotel Southampton, Offshore Montauk, The Harbor Front Inn, The Shoals Suites and Slips, Sag Harbor Inn, Journey East Hampton |
Recent Reviews

Gurney's Montauk Resort & Seawater Spa
5/5 Excellent
"Our family of four stayed for 3 nights in a two bedroom suite with ocean views. We booked it last minute for spring break. Overall, we had an amazing time and enjoyed our stay despite the cold temps. The room was clean. I saw no obvious signs of aging of furniture, fittings and walls - a huge plus given the volume of people it must see.
We chose to have breakfasts, lunches and one evening's dinner outside of the resort. The only area I thought they could have done better is the consistency of the communication and countenance of the staff. Front desk was excellent - smiles, eye contact and clear communication. Cleaner was happy, smiles and positive. Gigi's maitre d' was polite and prompt but we're out of New York, it'll be nice to have some warmth through a smile and eye contact. Similarly, while one evening's waiter, Felix, was phenomenal in his ability to connect professionally with us, the next night's waiter did not. I can understand that they must see a variety of individuals every day and it can wear on their emotions (perhaps some individuals are rude to them?) but they are in customer facing roles and each new table is an opportunity to bring some warmth and enjoyment to a new customer's experience. We'd go again and adjust our expectations of Gigi's dining experience. "
A verified traveler stayed at Gurney's Montauk Resort & Seawater Spa
Posted 4 hours ago
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