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

Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
17.34 mi from city center
$111 nightly
The price is $127 total per night
$127 total
Aug 3 - Aug 4
Total includes taxes and fees
At Quality Inn Old Saybrook - Westbrook, guests enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a microwave in a common area.
Pool
Breakfast included

Montauk Blue Hotel
108 South Emerson Avenue, Montauk, NY
20.67 mi from city center
$449 nightly
The price is $513 total per night
$513 total
Jul 13 - Jul 14
Total includes taxes and fees
At Montauk Blue Hotel, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. Self parking is offered for USD 35 per day. The front desk has multilingual staff that can help with luggage storage, and offer advice about sights and eateries nearby. Other amenities at this beach hotel include a terrace, a picnic area, and a vending machine.
Pool
Hot Tub

Montauk Yacht Club
32 Star Island Rd, Montauk, NY
21.1 mi from city center
$699 nightly
The price is $799 total per night
$799 total
Jul 13 - Jul 14
Total includes 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 concierge services, luggage storage, 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.
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.
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