Wainscott, NY

Travel Guide

A coastal landscape with a beach, ocean waves, and a sunset sky.
A lighthouse on a small island surrounded by calm waters.
A sandy beach with footprints and a house in the background.
A beach with footprints leading to the water, a house in the distance, and a calm sea.
The Sagaponack

The Sagaponack

3 out of 5
3720 Montauk Hwy Wainscott NY
$264 nightly
The price is $302 total per night from Sep 28 to Sep 29
$302 total
Sep 28 - Sep 29
Total with taxes and 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 The ...
The Sagaponack
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$430 nightly
The price is $491 total per night from Sep 29 to Sep 30
$491 total
Sep 29 - Sep 30
Total with taxes and 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 ...
Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$264 nightly
The price is $302 total per night from Oct 14 to Oct 15
$302 total
Oct 14 - Oct 15
Total with taxes and fees
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (731 reviews)
"Nice property clean rooms unique having room right on the ocean front was surprised by a pretty nice breakfast many choices food coffee which is always important overall the property is well located to visit surrounding farms and vineyards and short car ride to restaurants and water front"

Reviewed on Sep 19, 2026

Sound View Greenport
See all 4,048 properties in Wainscott
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.
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
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 ...
Montauk Manor
North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
Stay at this cottage in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
9.6/10 Exceptional! (56 reviews)
"Very new and clean property very helpful and friendly staff ..... some areas where the rvs are the view not great ..... otherwise all good"

Reviewed on Sep 18, 2026

North Fork Resort
The Surf Club

The Surf Club

3.5 out of 5
20 Surfside Avenue Montauk NY
Book a stay at this beach aparthotel in Montauk. Enjoy free WiFi, a beach locale, and room service. Popular attractions Montauk Point Lighthouse and Montauk ...
The Surf Club
See all properties in Wainscott
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

When is the best time to visit Wainscott?
The best time to visit Wainscott is from April through June, when the weather is pleasant for enjoying outdoor activities. For fewer crowds and better value, the quieter months of November through January are a good bet, offering a more relaxed experience.
Can I book a refundable hotel in Wainscott?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Wainscott by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Wainscott with Expedia?
Expedia makes it easier to plan your Wainscott trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Wainscott?
The best choice depends on your travel style. Hotels in Wainscott can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Wainscott trip on Expedia?
Once you've booked your Wainscott trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Wainscott trip?
Expedia offers customer support before, during, and after your Wainscott trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Wainscott?
If it's your first trip to Wainscott, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Wainscott hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Wainscott hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Wainscott

A sandy beach with wooden fences and houses on a dune.

East Hampton

A sunset over a coastal landscape with grasses and a distant shoreline.

Sagaponack

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