Hotels in Shelter Island

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Oct 18 - Oct 19
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Check prices in Shelter Island for tonight, Oct 18 - Oct 19
Oct 19 - Oct 20
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Check prices in Shelter Island for tomorrow night, Oct 19 - Oct 20

Top Rated Shelter Island Hotels

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
18.43 mi from city center
$397 nightly
The price is $454 total per night
$454 total
Nov 10 - Nov 11
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 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 resort include a 24-hour gym, meeting rooms, and a conference center.
On private beach
Pool
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Free Cancellation
Reserve now, pay when you stay
15.59 mi from city center
$220 nightly
The price is $253 total per night
$253 total
Nov 10 - Nov 11
Total with taxes and fees
Guests of Water's Edge Resort & Spa have access to a private beach, a full-service spa, and an indoor pool. You can put free valet parking to good use if you drive. The 24-hour front desk has staff standing by to help with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this beach resort include a gym, a sauna, and outdoor tennis courts.
On private beach
Pool
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Free Cancellation
15.48 mi from city center
$71 nightly
The price is $81 total per night
$81 total
Oct 19 - Oct 20
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.
Pet friendly
Parking included
Offshore Montauk

Offshore Montauk

4 out of 5
71 S Emerson Ave Montauk NY
20.51 mi from city center
$176 nightly
The price is $201 total per night
$201 total
Nov 1 - Nov 2
Total with taxes and fees
At Offshore Montauk, guests have access to a gym, a sauna, and free WiFi in public areas. You can put free parking to good use if you drive. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and free use of bicycles.
Pool
Pet friendly
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
13.34 mi from city center
$133 nightly
The price is $152 total per night
$152 total
Oct 28 - Oct 29
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 free newspapers.
Pool
Pet friendly
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
3.59 mi from city center
$204 nightly
The price is $233 total per night
$233 total
Nov 16 - Nov 17
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 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
Montauk Blue Hotel

Montauk Blue Hotel

3 out of 5
108 South Emerson Avenue Montauk NY
20.67 mi from city center
$186 nightly
The price is $212 total per night
$212 total
Nov 5 - Nov 6
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. You'll find limited parking. 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, barbecue grills, and a vending machine.
Pool
Hot Tub
Montauk Yacht Club

Montauk Yacht Club

4.5 out of 5
32 Star Island Rd Montauk NY
21.1 mi from city center
$325 nightly
The price is $371 total per night
$371 total
Nov 2 - Nov 3
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 securing valuables, luggage storage, and concierge services. 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
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
2.75 mi from city center
$164 nightly
The price is $187 total per night
$187 total
Nov 2 - Nov 3
Total with taxes and fees
Guests of Zey Hotel enjoy access to free WiFi in public areas, coffee in a common area, and a meeting room. You can take advantage of free parking if you drive. The front desk has multilingual staff that can help with luggage storage and concierge services. Other amenities at this adults-only hotel include free use of bicycles, free newspapers, and a terrace.
Pet friendly
Parking included
Ocean Resort Inn

Ocean Resort Inn

2 out of 5
95 S Emerson Ave Montauk NY
20.61 mi from city center
Guests of Ocean Resort Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and a garden. You can take advantage of free parking if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations. This beach motel also has a picnic area.
Pool
Parking included
Ocean Surf Resort

Ocean Surf Resort

2 out of 5
84 South Emerson Avenue Montauk NY
20.59 mi from city center
$129 nightly
The price is $147 total per night
$147 total
Oct 19 - Oct 20
Total with taxes and fees
At Ocean Surf Resort, guests have access to free WiFi in public areas, a seasonal outdoor pool, and a terrace. Self parking is offered for USD 35 per day. Front-desk staff can assist with luggage storage, concierge services, and securing valuables. Other amenities at this beach motel include barbecue grills, a picnic area, and a reception hall.
Pool
Free WiFi
Ocean Vista Resort

Ocean Vista Resort

2.5 out of 5
2136 Montauk Hwy Amagansett NY
16.57 mi from city center
$161 nightly
The price is $183 total per night
$183 total
Oct 19 - Oct 20
Total with taxes and fees
Guests staying at Ocean Vista Resort enjoy access to a private beach, an indoor pool, and a sauna. If you drive, take advantage of free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Other amenities at this beach hotel include free WiFi in public areas, conference space, and a terrace.
On private beach
Pool
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Stay near popular Shelter Island attractions

A close-up of a beach with various shells and pebbles.

Shell Beach

10.0/10 (1 review)
Why not spend a carefree afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.
See 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:

Mashomack Preserve and Sunset 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
4,620 hotels
Lowest Price
$81
Highest Price
$454
Popular hotels
Gurney's Montauk Resort & Seawater Spa, Water's Edge Resort & Spa, Pier Blue Inn Old Saybrook - Essex, Offshore Montauk, The Atlantic Hotel, Sound View Greenport, Montauk Blue Hotel, Montauk Yacht Club, Zey Hotel, Ocean Resort Inn, Ocean Surf Resort, Ocean Vista Resort

Recent Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

4/5 Good
"Very clean bathroom. Very dated and weathered furniture. The linens were good. The paint on the door needed cleaned. The receptionist was very personable. We were on the first level and could hear the folks above."
A verified traveler stayed at Pier Blue Inn Old Saybrook - Essex
Posted 6 hours ago
Pier Blue Inn Old Saybrook - Essex

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