
Shelter Island Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top rated hotels for your Shelter Island vacation package

Montauk Yacht Club
32 Star Island Rd, Montauk, NY
21.1 mi from city center
$369 nightly
The price is $421 total per night
$421 total
Sep 25 - Sep 26
Total with taxes and fees
Montauk Yacht Club features a private beach, a marina, and 2 outdoor pools. There's free parking and limo/town car service. The front desk has multilingual staff on hand 24/7 to help with luggage storage, concierge services, and securing valuables. 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 hotel include an indoor pool, a children's pool, and a gym.

Sound View Greenport
58775 County Rd 48, Greenport, NY
3.59 mi from city center
$316 nightly
The price is $361 total per night
$361 total
Sep 22 - Sep 23
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 concierge services and luggage storage. 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
18.43 mi from city center
$560 nightly
The price is $640 total per night
$640 total
Sep 28 - Sep 29
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 tours or tickets, 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
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.
More trip options
- Nearby Destinations
- Destinations similar to Shelter Island
- More to explore for Shelter Island
- Top trending
- Book on Expedia
Top trending
Hotels
- Hilton Hotel Deals
- Binghamton Luxury Hotels
- Lake George Hotel Deals
- Ithaca Hotel Deals
- Watertown Hotels with Hot Tubs
- Albany Hotel Deals
- Montauk Hotel Deals
- Syracuse Hotels with Hot Tubs
- Syracuse Cheap Hotels
- Saratoga Springs Hotel Deals
- Syracuse Romantic Getaways & Hotels
- Albany Cheap Hotels
- Niagara Falls Hotels with Hot Tubs
- Albany Hotels with Hot Tubs
- Alexandria Bay Hotel Deals
- Lake Placid Hotel Deals
- Riverhead Hotel Deals
- Utica Hotels with Hot Tubs
- White Plains Hotel Deals
- Middletown Hotel Deals
- Niagara Falls Hotel Deals
- Syracuse Hotel Deals
Packages