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Find Pet-friendly Hotels in Wainscott Woods, NY

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Check availability on Wainscott Woods Pet-friendly Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Wainscott Woods pet-friendly hotels

Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (880)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
Ocean View 2 Queens | Premium bedding, pillowtop beds, blackout drapes, free WiFi
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (89)
"Hotel was beautiful !!"
United States
Erica
The price is ￥18,178
￥29,713 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Offshore Montauk
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (554)
"Room and staff were amazing. "
United States
Manuel
The price is ￥21,161
￥28,434 total
includes taxes & fees
Jan 28 - Jan 29, 2026
The Harbor Front Inn
Terrace/patio
Shorewood Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (711)
"Couldn't have been easier! The woman at the front desk was warm and welcoming, the room was super clean and cute with the heat turned on full blast in anticipation of my arrival. Adorable backyard with seating, too. Super hot water in the shower. Perfect for an impromptu winter getaway. "
United States
Mahlon
Shorewood Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (601)
"Great view but a gas station has a better breakfast. "
United States
Michael
The price is ￥24,926
￥32,737 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Sound View Greenport
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (412)
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is ￥19,591
￥22,540 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Bentley Hotel Southampton
Smart TV
Seabreeze #3: Cozy Cottage by the beach

Seabreeze #3: Cozy Cottage by the beach

Seabreeze #3: Cozy Cottage by the beach
Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is ￥8,611
￥69,763 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Seabreeze #3: Cozy Cottage by the beach
Exterior
Zey Hotel

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
Exterior
Sea Haven Resort Motel

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31)
"Great staff"
United States
Douglas
The price is ￥18,746
￥23,990 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Sea Haven Resort Motel
Outdoor pool, a heated pool
New and Modern Bridgehampton Accommodations

New and Modern Bridgehampton Accommodations

New and Modern Bridgehampton Accommodations
2.0 star property
Bridgehampton
9.6 out of 10, Exceptional, (16)
"Great host, easy check in. Clean, comfortable and centrally located. Would definitely stay again "
United States
Mariel G.
The price is ￥28,887
￥70,034 total
includes taxes & fees
Jan 4 - Jan 5, 2026
New and Modern Bridgehampton Accommodations
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.
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Top Wainscott Woods Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Good room. Great view! Nice heating system. Friendly staff. "
Jessie 1-night trip
Posted 2 days ago
Gurney's Montauk Resort & Seawater Spa

Frequently asked questions

What's the best pet-friendly place to stay in Wainscott Woods?
380 Inn is a top hotel for people traveling with their pets, and offers free newspapers and in-room kitchenettes for its human guests.
What's the best time of year to travel to Wainscott Woods with my pet?
When you're traveling with pets, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wainscott Woods is 57 inches.
What is there to see and do with your pet in Wainscott Woods?
During your visit, enjoy checking out Wolffer Estates Vineyard and Georgica Beach. When you're in the area, make time for a stop at The Jewish Center of the Hamptons.