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
$291 nightly
The price is $332 total per night
$332 total
Oct 27 - Oct 28
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

The Atlantic Hotel
1655 County Road 39, Southampton, NY
13.36 mi from city center
$191 nightly
The price is $218 total per night
$218 total
Oct 5 - Oct 6
Total with taxes and fees
Guests staying at The Atlantic Hotel enjoy an outdoor pool, outdoor tennis courts, and free WiFi in public areas. There's free parking if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
Pool
Pet friendly

Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
14.87 mi from city center
$421 nightly
The price is $484 total per night
$484 total
Oct 12 - Oct 13
Total with 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 dry cleaning/laundry, securing valuables, and concierge services. 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
Sep 29 - Sep 30
Total with 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
$560 nightly
The price is $640 total per night
$640 total
Oct 1 - Oct 2
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

Montauk Manor
236 Edgemere St., Montauk, NY
20.31 mi from city center
$298 nightly
The price is $340 total per night
$340 total
Sep 29 - Sep 30
Total with 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 luggage storage, securing valuables, and concierge services. Additional amenities include outdoor tennis courts, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

Offshore Montauk
71 S Emerson Ave, Montauk, NY
20.51 mi from city center
$252 nightly
The price is $288 total per night
$288 total
Oct 19 - Oct 20
Total with taxes and fees
Guests staying at Offshore Montauk enjoy an outdoor pool, free WiFi in public areas, and a picnic area. You can put free parking to good use if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours.
Pool
Pet friendly

Montauk Blue Hotel
108 South Emerson Avenue, Montauk, NY
20.67 mi from city center
$149 nightly
The price is $170 total per night
$170 total
Oct 26 - Oct 27
Total with 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
$287 nightly
The price is $327 total per night
$327 total
Oct 13 - Oct 14
Total with 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 wedding services, a garden, and a banquet hall.
Pool
Parking included
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 | 4,719 hotels |
---|---|
Lowest Price | $102 |
Highest Price | $640 |
Popular hotels | Pier Blue Inn Old Saybrook - Essex, Gurney's Montauk Resort & Seawater Spa, Montauk Blue Hotel, Sound View Greenport, Marram, Montauk Manor, The Atlantic Hotel, Offshore Montauk, Saybrook Point Resort & Marina |
Recent Reviews

Pier Blue Inn Old Saybrook - Essex
5/5 Excellent
"Highly recommend!"
A verified traveler stayed at Pier Blue Inn Old Saybrook - Essex
Posted 6 days ago