Compare Cheap Hotels in Wainscott Woods

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Cheap Wainscott Woods Hotels

Wainscott Woods Retreat

380 Montauk Hwy Wainscott NY

$226 nightly

$258 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

0.31 mi from city center

When you stay at Wainscott Woods Retreat in Wainscott, you'll be next to a golf course, within a 5-minute drive of SagPond Vineyards and Wolffer Estates Vineyard.

Pool

Parking included

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

$454 nightly

$519 total

Dec 16 - Dec 17

Total with taxes and fees

14.25 mi from city center

Located in Montauk, Gurney's Montauk Resort & Seawater Spa is by the ocean, a 3-minute drive from Hither Hills State Park and 7 minutes from Shadmoor State Park.

On private beach

Pool

Sound View Greenport

58775 County Rd 48 Greenport NY

$212 nightly

$242 total

Jan 14 - Jan 15, 2026

Total with taxes and fees

12.53 mi from city center

When you stay at Sound View Greenport in Greenport, you'll be by the ocean, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.

On private beach

Pool

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY

16.91 mi from city center

With a stay at Montauk Blue Hotel in Montauk (Downtown Montauk), you'll be steps from The Hamptons Beaches and South Edison Beach.

Pool

Hot Tub

Offshore Montauk

71 S Emerson Ave Montauk NY

$166 nightly

$190 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

16.75 mi from city center

When you a stay at Offshore Montauk in Montauk, you'll be near the beach, just steps from The Hamptons Beaches and Kirk Park Beach.

Pool

Pet friendly

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

$126 nightly

$144 total

Dec 21 - Dec 22

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

11.9 mi from city center

When you stay at The Bentley Hotel Southampton in Southampton, you'll be near the airport, within a 5-minute drive of The Hamptons Beaches and Meschutt Beach.

Pool

Pet friendly

Montauk Manor

236 Edgemere St. Montauk NY

$156 nightly

$178 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

17.07 mi from city center

With a stay at Montauk Manor in Montauk, you'll be near the beach, just a 3-minute walk from Shadmoor State Park and 14 minutes by foot from The Hamptons Beaches.

Pool

Hot Tub

Beachcomber Resort at Montauk

727 Old Montauk Highway Montauk NY

16.11 mi from city center

With a stay at Beachcomber Resort at Montauk in Montauk, you'll be near the beach, just a 1-minute walk from The Hamptons Beaches and 8 minutes by foot from Second House Museum.

Pool

Free WiFi

The Harbor Front Inn

209 Front St Greenport NY

$178 nightly

$203 total

Jan 14 - Jan 15, 2026

Total with taxes and fees

11.85 mi from city center

When you a stay at The Harbor Front Inn in Greenport, you'll be near the bay, just steps from Camera Obscura and Greenport Carousel.

Pool

Breakfast included

The Sagaponack

3720 Montauk Hwy Wainscott NY

$187 nightly

$214 total

Dec 22 - Dec 23

Total with taxes and fees

0.58 mi from city center

With a stay at The Sagaponack in Wainscott, you'll be within a 5-minute drive of Wolffer Estates Vineyard and The Hamptons Beaches.

Pool

Pet friendly

Sea Crest Resort

2166 Montauk Hwy Amagansett NY

11.91 mi from city center

Located in Amagansett, Sea Crest Resort is on the beach, within a 5-minute walk of The Hamptons Beaches and Hither Hills State Park.

Pool

Free WiFi

Bayview Resort

53 West Tiana Road Hampton Bays NY

16.4 mi from city center

When you stay at Bayview Resort in Hampton Bays, you'll be on the waterfront, within a 5-minute drive of Regal UA Hampton Bays and Good Ground Park.

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.

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Wainscott Woods hotels essential information

Accommodation	4,095 hotels
Lowest Price	$144
Highest Price	$519
Popular hotels	Wainscott Woods Retreat, Gurney's Montauk Resort & Seawater Spa, Sound View Greenport, Montauk Blue Hotel, Offshore Montauk, The Bentley Hotel Southampton, Montauk Manor, Beachcomber Resort at Montauk, The Harbor Front Inn, The Sagaponack, Sea Crest Resort, Bayview Resort

Most Recent Wainscott Woods Hotel Reviews

Montauk Manor

5 out of 5

Posted 4 days ago

CheapTickets Verified Review

"Everything was perfect. Only disappointment was not being able to get a couple’s massage or even at the same time(understandable as only one person working in the spa) and was looking forward to sitting bybthe indoor pool to read and relax but they do not have chairs only benches. Jacuzzi kind of small also. Overall we really enjoyed our stay!! "

A verified traveler stayed at Montauk Manor