Hotels in Shelter Island

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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
$387 nightly
The price is $442 total per night
$442 total
Feb 22 - Feb 23
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 luggage storage, securing valuables, 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 resort include a 24-hour gym, meeting rooms, and a conference center.
On private beach
Pool
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
3.59 mi from city center
$174 nightly
The price is $199 total per night
$199 total
Mar 9 - Mar 10
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
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
20.31 mi from city center
$156 nightly
The price is $178 total per night
$178 total
Feb 23 - Feb 24
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, concierge services, and securing valuables. Additional amenities include outdoor tennis courts, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
20.67 mi from city center
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
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
Reserve now, pay when you stay
15.48 mi from city center
$79 nightly
The price is $91 total per night
$91 total
Feb 8 - Feb 9
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex features free WiFi in public areas and barbecue grills. 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 a picnic area.
Pet friendly
Parking included
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
$244 nightly
The price is $281 total per night
$281 total
Feb 8 - Feb 9
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 tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this beach resort include a gym, a sauna, and outdoor tennis courts.
On private beach
Pool
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3 out of 5
451 East Main Street Riverhead NY
Free Cancellation
Reserve now, pay when you stay
19.5 mi from city center
$107 nightly
The price is $122 total per night
$122 total
Feb 8 - Feb 9
Total with taxes and fees
At Hyatt Place Long Island East End, guests enjoy a marina, an indoor pool, and an outdoor pool. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with tours or tickets, dry cleaning/laundry, and securing valuables. Additional amenities include a 24-hour gym, free WiFi in public areas, and meeting rooms.
Pool
Pet friendly
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
2.61 mi from city center
$165 nightly
The price is $188 total per night
$188 total
Feb 22 - Feb 23
Total with taxes and fees
At The Harbor Front Inn, guests have access to a 24-hour gym, free WiFi in public areas, and a seasonal outdoor pool. Self parking is offered for USD 29 per day. Front-desk staff can assist with concierge services and luggage storage. Additional amenities include a terrace and a TV in a common area.
Pool
Breakfast included
Offshore Montauk

Offshore Montauk

2 out of 5
71 S Emerson Ave Montauk NY
20.51 mi from city center
$166 nightly
The price is $190 total per night
$190 total
Feb 22 - Feb 23
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
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St Old Saybrook CT
Free Cancellation
Reserve now, pay when you stay
14.89 mi from city center
$297 nightly
The price is $342 total per night
$342 total
Feb 26 - Feb 27
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 concierge services, securing valuables, 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 Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Free Cancellation
Reserve now, pay when you stay
13.71 mi from city center
$127 nightly
The price is $145 total per night
$145 total
Feb 15 - Feb 16
Total with taxes and fees
Renovated in 2023, The Bentley Hotel Southampton offers a seasonal outdoor pool, coffee in a common area, and laundry facilities. You can put free parking to good use if you drive. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a garden and a picnic area.
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
$166 nightly
The price is $190 total per night
$190 total
Feb 8 - Feb 9
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
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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:

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
4,689 hotels
Lowest Price
$91
Highest Price
$442
Popular hotels
Gurney's Montauk Resort & Seawater Spa, Sound View Greenport, Montauk Manor, Montauk Blue Hotel, Pier Blue Inn Old Saybrook - Essex, Water's Edge Resort & Spa, Hyatt Place Long Island East End, The Harbor Front Inn, Offshore Montauk, Saybrook Point Resort & Marina, The Bentley Hotel Southampton, The Atlantic Hotel

Recent Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

5/5 Excellent
"Room was spotless, staff were great and the resort is top notch!!"
A verified traveler stayed at Gurney's Montauk Resort & Seawater Spa
Posted 5 days ago
Gurney's Montauk Resort & Seawater Spa

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