Hay Beach Vacations from $287

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Your Hay Beach Vacation

Reserving a tailor-made Hay Beach vacation package is a superb way to become familiar with this unique neighborhood. From its must-see spots to its little-known secrets, a world of discovery is waiting. Can't wait to sightsee during your trip to Hay Beach? Pencil in a visit to nearby attractions such as 67 Steps Beach, Kontokosta Winery and Sunset Beach. Expedia can put your plans into action. Book your dream Hay Beach vacation today.

The Latest Hay Beach Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was $627, price is now $287 per person
$287
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
8.6/10 Excellent! (2,613 reviews)
We loved it and the restaurant but for Friday night. We were on the 10th floor and the he music from the Event space on the 12th floor shock and pounded us till 4 am. If you like to sleep at night come here weeknights ONLY!

Reviewed on Nov 29, 2025

Harpoon House

Harpoon House

3 out of 5
Price was $704, price is now $341 per person
$341
per person
Jan 15 - Jan 18
found 1 hour ago
Roundtrip flight included
Miami (MIA) to New York (JFK)
8.4/10 Very Good! (147 reviews)
We were looking for a quick overnight in the East End, and the Harpoon House exceeded our expectations in every way. The room was spacious (a suite!) and well-appointed, blending the charm of the original 1648 (!) building with modern amenities and furnishings. We didn't take advantage of the on-property restaurant (formerly Blu Mar), but the menu - by acclaimed chef Rocco DiSpirito - looked excellent, if a bit pricey. Location was ideal, within easy walking distance of all Main Street shops and restaurants, and less than a mile to the beach. And, although things were a bit quieter than in the height of summer - not a bad thing! - we loved being out there for the fall harvest season, with wineries and farms in full swing. All-in-all, our stay at the Harpoon House made for a perfect fall weekend in the Hamptons - highly recommended.

Reviewed on Oct 20, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $918, price is now $460 per person
$460
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
9.2/10 Wonderful! (2,008 reviews)
Cute hotel. Friendly Staff

Reviewed on Dec 1, 2025

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Price was $1,283, price is now $678 per person
$678
per person
Feb 11 - Feb 14
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
9/10 Wonderful! (1,002 reviews)
helpful staff, nice rooms, location

Reviewed on Nov 24, 2025

Gansevoort Meatpacking

Gansevoort Meatpacking

5 out of 5
Manhattan
Save 100% on your flight
Price was $806, price is now $429 per person
$429
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
9/10 Wonderful! (1,000 reviews)
Wonderful stay! Fantastic location. Loved the fitness center

Reviewed on Dec 1, 2025

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Where to stay in Hay Beach

Find the best Hay Beach areas and neighborhoods for the activities you enjoy most. Learn more about Hay Beach
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Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach.

Find hotels in Silver Beach

Hay Beach Hotel Deals

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$278 nightly
The price is $317 total per night from Dec 9 to Dec 10
$317 total
Dec 9 - Dec 10
Total with taxes and fees
8.2/10 Very Good! (694 reviews)
Great resort with a beautiful restaurant

Reviewed on Nov 22, 2025

Gurney's Montauk Resort & Seawater Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $87 total per night from Dec 23 to Dec 24
$87 total
Dec 23 - Dec 24
Total with taxes and fees
7.8/10 Good! (1,003 reviews)
Friendly. Had to check in early and was walked to our room so we knew exactly where it was gif when we returned later.

Reviewed on Nov 28, 2025

Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$203 nightly
The price is $232 total per night from Dec 3 to Dec 4
$232 total
Dec 3 - Dec 4
Total with taxes and fees
8.4/10 Very Good! (593 reviews)
Amazing views and comfy bed and room. No sound privacy between the rooms at all! I guess they o relooked sound insulation in an otherwise gorgeous renovation of a roadside motel.

Reviewed on Nov 19, 2025

Sound View Greenport
See all 3,904 properties in Hay Beach
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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Discover the most popular places to visit in Hay Beach

Shelter Island Historical Society

You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

Shelter Island Historical Society

Mashomack Preserve

Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.

Mashomack Preserve

Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

Gardiner's Bay Country Club

Things to do

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

$179
per adult
76% of travellers recommend
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
See all activities in Shelter Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.