Book 2 Star Hotels in Shelter Island
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Featured Shelter Island 2 Stars Hotels

Sound View Greenport
58775 County Rd 48, Greenport, NY
3.59 mi from city center
$511 nightly
The price is $583 total per night
$583 total
Aug 21 - Aug 22
Total includes 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 luggage storage and concierge services. Other amenities at this beach hotel include a seasonal outdoor pool, a terrace, and a banquet hall.
On private beach
Pool

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
14.87 mi from city center
$419 nightly
The price is $479 total per night
$479 total
Jul 31 - Aug 1
Total includes taxes and fees
Saybrook Point Resort & Marina features a marina, a full-service spa, and 2 outdoor pools. There's free parking and a free train station shuttle. The front desk is staffed 24/7 to help with securing valuables, tours or tickets, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this spa hotel include an indoor pool, a gym, and a sauna.
Pool
Hot Tub

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
15.48 mi from city center
$89 nightly
The price is $102 total per night
$102 total
Jul 30 - Jul 31
Total includes taxes and fees
Pier Blue Inn Old Saybrook - Essex features free WiFi in public areas and a picnic area. Free parking is included with your stay. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. This smoke-free hotel also has barbecue grills.
Pet friendly
Parking included

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
18.43 mi from city center
$1,189 nightly
The price is $1,358 total per night
$1,358 total
Jul 30 - Jul 31
Total includes 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

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 5 - Aug 6
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 Manor
236 Edgemere St., Montauk, NY
20.31 mi from city center
$481 nightly
The price is $549 total per night
$549 total
Aug 13 - Aug 14
Total includes taxes and fees
Guests staying at Montauk Manor enjoy an indoor pool, a 24-hour gym, and a sauna. Transportation is made easy with an area shuttle. The 24-hour front desk has staff standing by to help with concierge services, luggage storage, and securing valuables. Additional amenities include outdoor tennis courts, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

Montauk Blue Hotel
108 South Emerson Avenue, Montauk, NY
20.67 mi from city center
$459 nightly
The price is $524 total per night
$524 total
Aug 27 - Aug 28
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

Marram
21 Oceanview Terrace, Montauk, NY
21.02 mi from city center
$784 nightly
The price is $895 total per night
$895 total
Aug 13 - Aug 14
Total includes taxes and fees
Guests of Marram enjoy free WiFi in public areas, a seasonal outdoor pool, and a terrace. There's free parking if you drive. 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 gift shop, a garden, and a banquet hall.
Pool
Parking included

Montauk Yacht Club
32 Star Island Rd, Montauk, NY
21.1 mi from city center
$757 nightly
The price is $865 total per night
$865 total
Aug 13 - Aug 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.
Shelter Island hotels essential information
Accommodation | 4,750 hotels |
---|---|
Lowest Price | $102 |
Highest Price | $1,358 |
Popular hotels | Marram, Quality Inn Old Saybrook - Westbrook, Montauk Yacht Club, Pier Blue Inn Old Saybrook - Essex, Gurney's Montauk Resort & Seawater Spa, Montauk Blue Hotel, Montauk Manor, Saybrook Point Resort & Marina, Sound View Greenport |
Recent Reviews

Quality Inn Old Saybrook - Westbrook
5/5 Excellent
"This hotel is modern and provides as close to a full breakfast as you could get under the heading of "continental". The room was spacious and clean. My one complain was the overall design of the building. First, like us, everyone had to drive around both sides of the building to find the office which is in the back. Signage would have been nice. Second, the halls are like a maze. Once we figured it out - fine, but it took a while, especially since the parking is not close to the elevator to go up to the 3rd floor. The room itself was spacious and nice."
A verified traveler stayed at Quality Inn Old Saybrook - Westbrook
Posted 2 days ago