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Hotels from €79
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Most frequently booked hotels in Shelter Island
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
24.93 km from city centre
The price is €79 per night
€79
12 Oct - 13 Oct
includes taxes & fees
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.
Lemmikkiystävällinen
Pysäköinti sisältyy hintaan
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
29.68 km from city centre
The price is €316 per night
€316
30 Oct - 31 Oct
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.
Yksityisellä rannalla
Uima-allas
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
27.92 km from city centre
The price is €92 per night
€92
2 Nov - 3 Nov
includes taxes & fees
Our customers tell us that they enjoy the free breakfast at Quality Inn Old Saybrook - Westbrook. During your stay, you'll be within walking distance of Connecticut River. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
Uima-allas
Aamiainen sisältyy hintaan
Montauk Blue Hotel
108 South Emerson Avenue, Montauk, NY
33.29 km from city centre
The price is €134 per night
€134
5 Nov - 6 Nov
includes taxes & fees
During your stay at Montauk Blue Hotel, you're just a quick walk from South Edison Beach. Features include free WiFi in public areas, plus an indoor pool and 1 hot tub.
Uima-allas
Poreallas
Sound View Greenport
58775 County Rd 48, Greenport, NY
5.79 km from city centre
The price is €274 per night
€274
21 Oct - 22 Oct
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.
Yksityisellä rannalla
Uima-allas
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.
Uima-allas
Lemmikkiystävällinen
Marram
21 Oceanview Terrace, Montauk, NY
33.85 km from city centre
The price is €275 per night
€275
14 Oct - 15 Oct
includes taxes & fees
During your stay at Marram, you're just a quick walk from South Edison Beach. Enjoy features like free WiFi in public areas and free self-parking, plus a seasonal outdoor pool.
Uima-allas
Pysäköinti sisältyy hintaan
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
23.94 km from city centre
The price is €278 per night
€278
5 Nov - 6 Nov
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.
Uima-allas
Poreallas
Montauk Yacht Club
32 Star Island Rd, Montauk, NY
33.98 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Montauk Yacht Club. During your stay, you're just a quick walk from Lake Montauk. Features include free WiFi in public areas and free self-parking, plus 2 outdoor pools. This property offers pet-friendly amenities, such as food and water bowls.
Yksityisellä rannalla
Uima-allas
Offshore Montauk
71 S Emerson Ave, Montauk, NY
33.03 km from city centre
The price is €244 per night
€244
5 Nov - 6 Nov
includes taxes & fees
During your stay at Offshore Montauk, you're just a quick walk from Kirk Park Beach. Features include free WiFi in public areas and free self-parking, plus an outdoor pool.
Uima-allas
Lemmikkiystävällinen
The Bentley Hotel Southampton
161 Hills Station Rd, Southampton, NY
22.07 km from city centre
The price is €157 per night
€157
2 Nov - 3 Nov
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.
Uima-allas
Lemmikkiystävällinen
Water's Edge Resort & Spa
1525 Boston Post Road, Westbrook, CT
25.1 km from city centre
The price is €230 per night
€230
26 Oct - 27 Oct
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.
Yksityisellä rannalla
Uima-allas
The Harbor Front Inn
209 Front St, Greenport, NY
4.2 km from city centre
The price is €204 per night
€204
2 Nov - 3 Nov
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.
Uima-allas
Aamiainen sisältyy hintaan
Sea Crest Resort
2166 Montauk Hwy, Amagansett, NY
26.71 km from city centre
The price is €186 per night
€186
22 Oct - 23 Oct
includes taxes & fees
During your stay at Sea Crest Resort, you're just a quick walk from Hither Hills State Park. Free WiFi in public areas, an outdoor pool and a gym are available.
Uima-allas
Ilmainen Wi-Fi
The Sagaponack
3720 Montauk Hwy, Wainscott, NY
15.19 km from city centre
The price is €190 per night
€190
21 Oct - 22 Oct
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Sagaponack. During your stay, you'll be within walking distance of Wolffer Estates Vineyard. You'll find features such as free WiFi in public areas and free self-parking, plus a seasonal outdoor pool.
Uima-allas
Lemmikkiystävällinen
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 96 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
- Crescent Beach
- Mashomack Preserve
- Gardiner's Bay Country Club
- Shelter Island Historical Society
- Havens House
- Shelter Island Whale's Tail
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 | 4,713 hotels |
|---|---|
Lowest Price | €79 |
Highest Price | €316 |
Popular hotels | Pier Blue Inn Old Saybrook - Essex, Gurney's Montauk Resort & Seawater Spa, Quality Inn Old Saybrook - Westbrook, Montauk Blue Hotel, Sound View Greenport, The Atlantic Hotel, Marram, Saybrook Point Resort & Marina, Montauk Yacht Club, Offshore Montauk, The Bentley Hotel Southampton, Water's Edge Resort & Spa, The Harbor Front Inn, Sea Crest Resort, The Sagaponack |
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