Hotels in Shelter Island

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Jun 14 - Jun 15
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Check prices in Shelter Island for tonight, Jun 14 - Jun 15
Jun 15 - Jun 16
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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
$931 nightly
The price is $1,063 total per night
$1,063 total
Jun 15 - Jun 16
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.
Offshore Montauk

Offshore Montauk

4 out of 5
71 S Emerson Ave Montauk NY
20.51 mi from city center
$396 nightly
The price is $453 total per night
$453 total
Jun 22 - Jun 23
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.
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
20.31 mi from city center
$382 nightly
The price is $436 total per night
$436 total
Jun 29 - Jun 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 concierge services, luggage storage, and securing valuables. Additional amenities include outdoor tennis courts, free WiFi in public areas, and a hot tub.
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
13.34 mi from city center
$264 nightly
The price is $302 total per night
$302 total
Jul 6 - Jul 7
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.
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
$114 nightly
The price is $131 total per night
$131 total
Jul 2 - Jul 3
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.
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
$314 nightly
The price is $361 total per night
$361 total
Jun 17 - Jun 18
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 securing valuables. Other amenities at this beach resort include a gym, a sauna, and outdoor tennis courts.
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
3.59 mi from city center
$425 nightly
The price is $486 total per night
$486 total
Jun 22 - Jun 23
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.
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
13.71 mi from city center
$246 nightly
The price is $281 total per night
$281 total
Jun 24 - Jun 25
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.
Montauk Yacht Club

Montauk Yacht Club

4 out of 5
32 Star Island Rd Montauk NY
21.1 mi from city center
$549 nightly
The price is $627 total per night
$627 total
Jun 15 - Jun 16
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 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.
Marram

Marram

4 out of 5
21 Oceanview Terrace Montauk NY
21.02 mi from city center
$720 nightly
The price is $823 total per night
$823 total
Jun 16 - Jun 17
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 a gift shop, a garden, and a banquet hall.
Aqualina Inn Montauk

Aqualina Inn Montauk

2.5 out of 5
20 South Elmwood Avenue Montauk NY
20.59 mi from city center
$165 nightly
The price is $189 total per night
$189 total
Jun 15 - Jun 16
Total with taxes and fees
Guests of Aqualina Inn Montauk enjoy free WiFi in public areas, a seasonal outdoor pool, and express check-out. There's free parking if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Additional amenities include a picnic area and a garden.
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd Old Saybrook CT
Free Cancellation
17.32 mi from city center
$107 nightly
The price is $123 total per night
$123 total
Jun 21 - Jun 22
Total with 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.
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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
4,821 hotels
Lowest Price
$123
Highest Price
$1,063
Popular hotels
Gurney's Montauk Resort & Seawater Spa, Offshore Montauk, Montauk Manor, The Atlantic Hotel, Pier Blue Inn Old Saybrook - Essex, Water's Edge Resort & Spa, Sound View Greenport, The Bentley Hotel Southampton, Montauk Yacht Club, Marram, Aqualina Inn Montauk, Quality Inn Old Saybrook - Westbrook

Recent Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

3/5 Okay
"The place wasn't terrible and the staff was pleasant. The name and photos are misleading. This is basically a motel trying to seem like an inn or small hotel. It looks like the type of place that attracts a questionable clientele, but because it's Old Saybrook, they probably get a lot of wedding/event guests. The room itself was clean and pleasantly furnished, but the one easily accessible outlet was worn out and chargers kept falling out. The tub had a large crack in it (we did not use it). It was overall fine if you're staying for those reasons or a long distance travel break, but if you're looking for a couples weekend/nice place to stay, this isn't it."
A verified traveler stayed at Pier Blue Inn Old Saybrook - Essex
Posted 13 hours ago
Pier Blue Inn Old Saybrook - Essex

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