Hotels in Shelter Island
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Top Rated Shelter Island Hotels

Marram
21 Oceanview Terrace, Montauk, NY
21.02 mi from city center
$637 nightly
The price is $727 total per night
$727 total
Jul 22 - Jul 23
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

Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
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
$499 nightly
The price is $570 total per night
$570 total
Jul 24 - Jul 25
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
$765 nightly
The price is $874 total per night
$874 total
Jul 28 - Jul 29
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

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 23 - Jul 24
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

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 20 - Jul 21
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

Offshore Montauk
71 S Emerson Ave, Montauk, NY
20.51 mi from city center
$639 nightly
The price is $730 total per night
$730 total
Jul 28 - Jul 29
Total includes 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

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 16 - Jul 17
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

The Atlantic Hotel
1655 County Road 39, Southampton, NY
13.36 mi from city center
$301 nightly
The price is $344 total per night
$344 total
Jul 20 - Jul 21
Total includes 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
Breakfast included

Baron's Cove
31 West Water Street, Sag Harbor, NY
5.06 mi from city center
$584 nightly
The price is $667 total per night
$667 total
Jul 16 - Jul 17
Total includes taxes and fees
Guests of Baron's Cove enjoy a gym, free WiFi in public areas, and conference space. There's free valet parking if you drive. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and securing valuables. Additional amenities include a business center, a seasonal outdoor pool, and free use of bicycles.
Pool
Spa

Sound View Greenport
58775 County Rd 48, Greenport, NY
3.59 mi from city center
$476 nightly
The price is $544 total per night
$544 total
Jul 21 - Jul 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

The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
Free Cancellation
Reserve now, pay when you stay
13.71 mi from city center
$312 nightly
The price is $357 total per night
$357 total
Jul 27 - Jul 28
Total includes taxes and fees
At The Bentley Hotel Southampton, guests have access to a seasonal outdoor pool, laundry facilities, and a garden. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests.
Pool
Pet friendly
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.
How much is a Shelter Island hotel?
Check Shelter Island hotel room prices by star rating

5 Star Hotels
2 properties

3 Star Hotels
272 properties
Where should you stay in Shelter Island?
What are the best hotels for a stay with my pet in Shelter Island?
Sunset Beach Hotel is a pet-friendly hotel with free WiFi, free parking, and private decks.
What are the best hotels in central Shelter Island?
These are some of the most popular hotels in the center of Shelter Island:
- Sound View Greenport is hotel has a private beach, 2 bars, and free breakfast.
- Greenporter Hotel is hotel has free WiFi, free parking, and a fitness center.
Sunset Beach and Crescent Beach are a couple of sights to visit in the heart of Shelter Island.
What are the best hotels close to Sylvester Manor?
Learn about the local history at this landmark, which is 1.8 mi from central Shelter Island. There are 13 hotels within a mile of Sylvester Manor, giving you plenty to choose from, and here are some of the top ones:
- American Beech Hotel: Located 2.2 mi away, this 3.5-star inn features a restaurant, a bar, and iPod docks.
- Dering Harbor Inn: Located 0.7 mi away, this condo resort has an outdoor pool, free WiFi, and free parking.
- House on Chase Creek: Located 0.8 mi away, this B&B has free breakfast, free WiFi, and free parking.
Shelter Island hotels essential information
Accommodation | 4,795 hotels |
---|---|
Lowest Price | $102 |
Highest Price | $1,358 |
Popular hotels | Marram, Quality Inn Old Saybrook - Westbrook, Montauk Blue Hotel, Montauk Yacht Club, Gurney's Montauk Resort & Seawater Spa, Pier Blue Inn Old Saybrook - Essex, Offshore Montauk, Saybrook Point Resort & Marina, The Atlantic Hotel, Baron's Cove, Sound View Greenport, The Bentley Hotel Southampton |
Recent Reviews

Montauk Yacht Club
5/5 Excellent
"Great place for a weekend trip! Highly recommend! "
A verified traveler stayed at Montauk Yacht Club
Posted 23 hours ago
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