Hotels in Shelter Island

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Top Rated Shelter Island Hotels

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
3.59 mi from city center
$259 nightly
The price is $296 total per night
$296 total
Oct 1 - Oct 2
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
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
$97 nightly
The price is $112 total per night
$112 total
Sep 14 - Sep 15
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
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
13.34 mi from city center
$141 nightly
The price is $161 total per night
$161 total
Oct 1 - Oct 2
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
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
$637 nightly
The price is $728 total per night
$728 total
Sep 7 - Sep 8
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
Offshore Montauk

Offshore Montauk

4 out of 5
71 S Emerson Ave Montauk NY
20.51 mi from city center
$369 nightly
The price is $422 total per night
$422 total
Oct 1 - Oct 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
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
20.67 mi from city center
$191 nightly
The price is $218 total per night
$218 total
Sep 21 - Sep 22
Total with taxes and fees
Guests of Montauk Blue Hotel enjoy features like an indoor pool, a hot tub, and a terrace. 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 barbecue grills, a picnic area, and a vending machine.
Pool
Hot Tub
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
15.59 mi from city center
$235 nightly
The price is $270 total per night
$270 total
Sep 14 - Sep 15
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, securing valuables, and luggage storage. Other amenities at this beach resort include a gym, a sauna, and outdoor tennis courts.
On private beach
Pool
Marram

Marram

4 out of 5
21 Oceanview Terrace Montauk NY
21.02 mi from city center
$473 nightly
The price is $541 total per night
$541 total
Sep 21 - Sep 22
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
Montauk Yacht Club

Montauk Yacht Club

4.5 out of 5
32 Star Island Rd Montauk NY
21.1 mi from city center
$368 nightly
The price is $420 total per night
$420 total
Sep 15 - Sep 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 luggage storage, concierge services, 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
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
$174 nightly
The price is $199 total per night
$199 total
Sep 15 - Sep 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, a vending machine, and a picnic area.
Pool
Pet friendly
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
20.31 mi from city center
$265 nightly
The price is $302 total per night
$302 total
Sep 16 - Sep 17
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
Ocean Surf Resort

Ocean Surf Resort

2 out of 5
84 South Emerson Avenue Montauk NY
20.59 mi from city center
$158 nightly
The price is $180 total per night
$180 total
Sep 29 - Sep 30
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 a reception hall, a vending machine, and barbecue grills.
Pool
Free WiFi
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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.

Stay near popular Shelter Island attractions

A clear blue sea with a wooden pier extending into the water, a sailboat in the distance, and a person standing in the water.

Wades Beach

10.0/10 (1 review)
Why not spend a carefree afternoon at Wades 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:

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
4,699 hotels
Lowest Price
$112
Highest Price
$728
Popular hotels
Sound View Greenport, Pier Blue Inn Old Saybrook - Essex, The Atlantic Hotel, Gurney's Montauk Resort & Seawater Spa, Offshore Montauk, Montauk Blue Hotel, Water's Edge Resort & Spa, Marram, Montauk Yacht Club, The Bentley Hotel Southampton, Montauk Manor, Ocean Surf Resort

Recent Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

5/5 Excellent
"Great beachfront property! Spa is amazing!"
A verified traveler stayed at Gurney's Montauk Resort & Seawater Spa
Posted 23 hours ago
Gurney's Montauk Resort & Seawater Spa

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