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Hotels from €107
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Check hotel availability in Shelter Island
Most frequently booked hotels in Shelter Island
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
29.68 km from city centre
The price is €465 per night
€465
15 Jan - 16 Jan 2026
includes taxes & fees
Our customers tell us that they enjoy the room service at Gurney's Montauk Resort & Seawater Spa. During your stay, you'll be within walking distance of Hither Hills State Park. Enjoy features like 2 restaurants, a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.
On private beach
Pool
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
25.1 km from city centre
The price is €238 per night
€238
13 Jan - 14 Jan 2026
includes taxes & fees
Water's Edge Resort & Spa's great beach location gets high marks from our customers. During your stay, you'll be within walking distance of Westbrook Town Beach. Features include free WiFi in public areas and free valet parking, plus 3 restaurants.
On private beach
Pool
Montauk Blue Hotel
108 South Emerson Avenue Montauk NY
33.29 km from city centre
During your stay at Montauk Blue Hotel, you're just a quick walk from The Hamptons Beaches. Features include free WiFi in public areas, plus an indoor pool and 1 hot tub.
Pool
Hot tub
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
24.93 km from city centre
Our customers tell us that they can't get enough of the comfortable beds at Pier Blue Inn Old Saybrook - Essex. During your stay, you'll be within walking distance of Chalker Beach. Free WiFi in public areas and free self-parking are available. This property offers pet-friendly amenities, such as an off-lead area.
Pet-friendly
Parking included
Offshore Montauk
71 S Emerson Ave Montauk NY
33.03 km from city centre
The price is €161 per night
€161
8 Jan - 9 Jan 2026
includes taxes & fees
During your stay at Offshore Montauk, you're just a quick walk from The Hamptons Beaches. Features include free WiFi in public areas and free self-parking, plus an outdoor pool.
Pool
Pet-friendly
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
22.07 km from city centre
The price is €122 per night
€122
9 Jan - 10 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Bentley Hotel Southampton. During your stay, you'll be close to Sebonack Golf Course. Free self-parking, laundry facilities and a seasonal outdoor pool are available. This property offers pet-friendly amenities, such as an off-lead area.
Pool
Pet-friendly
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
23.94 km from city centre
The price is €322 per night
€322
3 Jan - 4 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Saybrook Point Resort & Marina. During your stay, you're just a quick walk from Fort Saybrook Monument Park. You'll find features such as free WiFi in public areas, free self-parking and free train pick-up service. This property offers pet-friendly amenities, such as an off-lead area.
Pool
Hot tub
Montauk Manor
236 Edgemere St. Montauk NY
32.71 km from city centre
The price is €151 per night
€151
5 Jan - 6 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Montauk Manor. During your stay, you're just a quick walk from Shadmoor State Park. Enjoy features like free WiFi in public areas, plus an indoor pool and a restaurant. Built in 1927, this comfortable aparthotel has 140 apartments over 4 floors. Enjoy your stay with amenities like free WiFi and a kitchen in each apartment.
Pool
Hot tub
The Harbor Front Inn
209 Front St Greenport NY
4.2 km from city centre
The price is €153 per night
€153
25 Dec - 26 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Harbor Front Inn. During your stay, you're just a quick walk from Camera Obscura. Free breakfast, free WiFi in public areas and a 24-hour gym are available.
Pool
Breakfast included
Bayview Resort
53 West Tiana Road Hampton Bays NY
28.4 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Bayview Resort. During your stay, you'll be within walking distance of Regal UA Hampton Bays. You'll find features such as free WiFi in public areas and free self-parking, plus a marina.
On private beach
Pool
Sea Crest Resort
2166 Montauk Hwy Amagansett NY
26.71 km from city centre
During your stay at Sea Crest Resort, you're just a quick walk from The Hamptons Beaches. Free WiFi in public areas, an outdoor pool and a gym are available.
Pool
Free WiFi
Sound View Greenport
58775 County Rd 48 Greenport NY
5.79 km from city centre
The price is €177 per night
€177
1 Jan - 2 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Sound View Greenport. During your stay, you'll be close to East End Seaport Maritime Museum. Features include free breakfast and free WiFi in public areas, plus 2 bars.
On private beach
Pool
Hyatt Place Long Island East End
451 East Main Street Riverhead NY
31.4 km from city centre
The price is €107 per night
€107
13 Jan - 14 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Hyatt Place Long Island East End. During your stay, you're just a quick walk from Suffolk Theater. Features include free WiFi in public areas and free self-parking, plus 2 bars.
Pool
Pet-friendly
Ruschmeyers
161 2nd House Rd Montauk NY
31.87 km from city centre
During your stay at Ruschmeyers , you're just a quick walk from Fort Pond. Free WiFi in public areas, free self-parking and a restaurant are available.
Parking included
Free WiFi
The Atlantic Hotel
1655 County Road 39 Southampton NY
21.51 km from city centre
Our customers tell us that they can't get enough of the helpful staff at The Atlantic Hotel. During your stay, you'll be within walking distance of Sebonack Golf Course. Features include free WiFi in public areas and free self-parking, plus an outdoor pool.
Pool
Pet-friendly
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.
Finding Shelter Island Hotels
So, you're considering a holiday to Shelter Island? If you want to find accommodation that's located near the sights, you can enter your holiday dates and then use the filters next to your hotel search results to find somewhere to stay near the area's attractions. You can choose among 98 Shelter Island hotels and accommodation options to find a place to stay.
Exploring Shelter Island
The city of Shelter Island has some interesting things to see and do. Popular attractions in and around Shelter Island include:
- Sunset Beach
- Shelter Island Historical Society
- Shelter Island Whale's Tail
- Mashomack Preserve
- Crescent Beach
- Gardiner's Bay Country Club
- Havens House
When making plans for your holiday in Shelter Island, you can also use ebookers to find a convenient flight to East Hampton, NY (HTO) Airport. You can narrow down your search by number of stops, airline or departure time to identify one that works best for you.
When is the Best Time to Explore Shelter Island?
If you're curious when is the best time of year to explore Shelter Island, you might find this info about seasonal weather useful when you are planning your trip. The warmest months in Shelter Island are typically August and July, whereas the coldest months are usually January and February. The months with the most rain are October and December, whereas June and September have the least.
Here's an overview on how much rain you can expect and what the temperatures are going to be like:
- From January to March, the average daytime temperature is 6°C and at night it is 0°C. Seasonal average rainfall is 371 mm.
- If you visit between April and June, you can expect an average temp of 20°C during the day and 7°C at night. Average rainfall during this season is 318 mm.
- The daytime average temp from July to September is 25°C and the night-time average is 19°C. Average precipitation for this season is 329 mm.
- Between October and December, the average temp during the day is 17°C and 4°C at night. Seasonal average rain is 433 mm.
- The annual rainfall average in Shelter Island is 1452 mm.
Shelter Island hotels essential information
Accommodation | 4,681 hotels |
|---|---|
Lowest Price | €107 |
Highest Price | €465 |
Popular hotels | Gurney's Montauk Resort & Seawater Spa, Water's Edge Resort & Spa, Montauk Blue Hotel, Pier Blue Inn Old Saybrook - Essex, Offshore Montauk, The Bentley Hotel Southampton, Saybrook Point Resort & Marina, Montauk Manor, The Harbor Front Inn, Bayview Resort, Sea Crest Resort, Sound View Greenport, Hyatt Place Long Island East End, Ruschmeyers , The Atlantic Hotel |
Recently booked Shelter Island hotelsebookers verified reviews
The Bentley Hotel Southampton
5/5 Excellent
"crystal clean, great location and PRICE! large rooms. plenty of space. absolutely amazing "
A verified traveller stayed at The Bentley Hotel Southampton
Posted 10 days ago
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