Hotels in Shelter Island

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Jul 29 - Jul 30
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Check prices in Shelter Island for tonight, Jul 29 - Jul 30
Jul 30 - Jul 31
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Top Rated Shelter Island Hotels

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
$98 nightly
The price is $113 total per night
$113 total
Jul 30 - Jul 31
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
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
3.59 mi from city center
$397 nightly
The price is $454 total per night
$454 total
Aug 18 - Aug 19
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 Yacht Club

Montauk Yacht Club

4.5 out of 5
32 Star Island Rd Montauk NY
21.1 mi from city center
$789 nightly
The price is $901 total per night
$901 total
Jul 30 - Jul 31
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
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
$1,153 nightly
The price is $1,318 total per night
$1,318 total
Aug 10 - Aug 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 luggage storage, tours or tickets, 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
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
13.34 mi from city center
$246 nightly
The price is $281 total per night
$281 total
Aug 11 - Aug 12
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
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
$314 nightly
The price is $361 total per night
$361 total
Aug 26 - Aug 27
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 luggage storage, dry cleaning/laundry, and securing valuables. 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
$890 nightly
The price is $1,017 total per night
$1,017 total
Aug 3 - Aug 4
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, wedding services, and a garden.
Pool
Parking included
Offshore Montauk

Offshore Montauk

4 out of 5
71 S Emerson Ave Montauk NY
20.51 mi from city center
$660 nightly
The price is $754 total per night
$754 total
Aug 3 - Aug 4
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 Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
20.31 mi from city center
$481 nightly
The price is $549 total per night
$549 total
Aug 11 - Aug 12
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, securing valuables, and luggage storage. Additional amenities include outdoor tennis courts, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
Budget Host East End

Budget Host East End

2 out of 5
30 Lake Avenue Riverhead NY
19.98 mi from city center
$125 nightly
The price is $143 total per night
$143 total
Aug 2 - Aug 3
Total with taxes and fees
Guests of Budget Host East End enjoy free WiFi in public areas, a seasonal outdoor pool, and a vending machine. Free parking is included with your stay. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. This motel also has barbecue grills.
Pool
Parking included
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St Old Saybrook CT
14.89 mi from city center
$404 nightly
The price is $464 total per night
$464 total
Aug 23 - Aug 24
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 access to locker space, 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 Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road Shelter Island Heights NY
1.92 mi from city center
$686 nightly
The price is $784 total per night
$784 total
Aug 24 - Aug 25
Total with taxes and fees
A local mainstay since 1927, The Pridwin Hotel offers a private beach, a full-service spa, and a gym. There's free parking and a free ferry terminal shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage and concierge services. Other amenities at this beach hotel include a steam room, free WiFi in public areas, and meeting rooms.
On private beach
Pool
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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:

Close to central Shelter Island, you'll find interesting places to visit like Sunset Beach.

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
4,734 hotels
Lowest Price
$113
Highest Price
$1,318
Popular hotels
Pier Blue Inn Old Saybrook - Essex, Sound View Greenport, Montauk Yacht Club, Gurney's Montauk Resort & Seawater Spa, The Atlantic Hotel, Water's Edge Resort & Spa, Marram, Offshore Montauk, Montauk Manor, Budget Host East End, Saybrook Point Resort & Marina, The Pridwin Hotel

Recent Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

5/5 Excellent
"Only thing missing was more kid's activities. It would have been awesome"
A verified traveler stayed at Water's Edge Resort & Spa
Posted 5 hours ago
Water's Edge Resort & Spa

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