For a luxury holiday in Shelter Island, consider booking a room at the 4-star hotel, such as Sunset Beach, just a short walk from 57 Horton's Point Lighthouse.
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7.8
Very good2626 reviews
10
Map
2.3 km from City Centre
Founders Landing Park is 10 minutes by car from the 4-star Sunset Beach Shelter Island, while Railroad Museum of Long Island is 10 minutes away by car.
FromC$ 812
/nightSelect
8.6
Great4343 reviews
10
Map
3.1 km from City Centre
Guests can spend their days relaxing by a seasonal outdoor pool or try hiking, lawn tennis and cycling arranged at the 4-star Pridwin Shelter Island.
FromC$ 455
/nightSelect
Bed & Breakfast
8.6
Great88 reviews
10
Map
1.9 km from City Centre
The 4-star Seven - A Boutique B&B On is located 1.1 km from Crescent Beach and comprises 44 rooms with modern comforts.
FromC$ 1 122
/nightSelect
Rams Head Inn
Hotel
8.2
Great99 reviews
10
Map
3.8 km from City Centre
The 3-star Ram'S Head is placed in a beach area of Shelter Island, at a 4.5 km distance from Dering Harbor Marina and around a 15-minute drive from Fireboat Firefighter Museum.
FromC$ 612
/nightSelect
Places to stay near Shelter Island
Hotel
8.4
Great5454 reviews
10
Map
4.4 km from Shelter Island4.4 km from City Centre
The 4-star American Beech is nestled near a historic district, a 6-minute stroll from Greenport Antique Carousel.
FromC$ 312
/nightSelect
Hotel
8.4
Great5959 reviews
10
Map
8.2 km from Shelter Island8.2 km from City Centre
Located within 5 minutes' walk of Sag Harbor Whaling and Historical Museum, within 1.2 km of First Presbyterian Old Whalers Church, the Baron'S Cove features fitness classes and spa therapy along with 67 rooms.
FromC$ 299
/nightSelect
Hotel
8.4
Great6262 reviews
10
Map
5.7 km from Shelter Island5.7 km from City Centre
At a 26 km distance from Fireboat Firefighter Museum, guests of the Sound View may engage in a variety of activities, including hiking and cycling.
FromC$ 435
/nightSelect
Inn
8.6
Great2828 reviews
10
Map
2.2 km from Shelter Island2.2 km from City Centre
The Chequit is set 4.8 km from Southold Bay Oysters and 5 minutes by car from Greenport Antique Carousel.
FromC$ 1 257
/nightSelect
Hotel
8.4
Great5151 reviews
10
Map
4.2 km from Shelter Island4.2 km from City Centre
The 3-star Harbor Front Inn is located 3.1 km from Sandy Beach and comprises 39 rooms with modern comforts.
FromC$ 412
/nightSelect
7.4
Very good99 reviews
10
Map
6.2 km from Shelter Island6.2 km from City Centre
Beall & Bell Antique Store is 10 minutes by car from the Blue Inn At North Fork and East Marion is merely a 6-minute stroll away.
FromC$ 254
/nightSelect
Hotel
8.4
Great4040 reviews
10
Map
4.3 km from Shelter Island4.3 km from City Centre
Offering 34 rooms with views of the pool, the Greenporter Greenport is set in a historical area, 10 minutes' drive from Kontokosta Winery.
FromC$ 232
/nightSelect
Bed & Breakfast
7.6
Very good66 reviews
10
Map
6.5 km from Shelter Island6.5 km from City Centre
A private location of the 3-star Shorecrest Bed And Breakfast Southold provides easy access to Horton Point Lighthouse Nautical Museum, which is a 10-minute drive away.
FromC$ 443
/nightSelect
Hotel
8.0
Great2323 reviews
10
Map
4.2 km from Shelter Island4.2 km from City Centre
Positioned only 5 minutes' walk from East End Seaport Museum and Marine Foundation, the Menhaden has 15 rooms, the à la carte restaurant serving the Mediterranean cuisine, all at guest's disposal.
FromC$ 525
/nightSelect
A Walk In The Woods Bed And Breakfast
Bed & Breakfast
8.4
Great2929 reviews
10
Map
5.9 km from Shelter Island5.9 km from City Centre
The Walk In The Woods Southold is set at a 7 km distance from Horton Point Lighthouse Nautical Museum and nearly a 15-minute drive from Catapano Dairy Farm.
FromC$ 470
/nightSelect
The Stirling House Waterfront Inn Greenport
Bed & Breakfast
8.6
Great3232 reviews
10
Map
4.4 km from Shelter Island4.4 km from City Centre
While staying at the Stirling House Waterfront Inn Greenport you are invited to discover Shelter Island, set approximately a 10-minute drive away, or Dering Harbor Marina, which is a 25-minute stroll away.
FromC$ 915
/nightSelect
Arbor View House Bed And Breakfast
Bed & Breakfast
8.6
Great3434 reviews
10
Map
6.5 km from Shelter Island6.5 km from City Centre
While staying at the Arbor View House Bed And Breakfast East Marion you are invited to discover Greenport Antique Carousel, set 10 minutes away by car, or Lavender By the Bay, which is about a 12-minute stroll away.
FromC$ 390
/nightSelect
Fordham House
Hotel
Map
5.1 km from Shelter Island5.1 km from City Centre
Featuring free self parking and a picnic area, this property is situated a short distance from Sweet Indulgences.
Select
Shelter Island House
Hotel
8.6
Great2020 reviews
10
Map
1.9 km from Shelter Island1.9 km from City Centre
Located approximately 10 minutes' drive from Railroad Museum of Long Island, the 4-star Shelter Island House features a seasonal outdoor swimming pool.
FromC$ 274
/nightSelect
House On Chase Creek
Bed & Breakfast
8.4
Great1616 reviews
10
Map
1.9 km from Shelter Island1.9 km from City Centre
The House On Chase Creek Bed & Breakfast is set at a 2.8 km distance from Beall & Bell and about a 15-minute drive from Southold Bay Oysters.
FromC$ 420
/nightSelect
The Shoals Suites & Slips
Hotel
8.4
Great1010 reviews
10
Map
5.5 km from Shelter Island5.5 km from City Centre
Southold Bay Oysters is also set 3.7 km from the 4-star Shoals Suites & Slips.
FromC$ 271
/nightSelect
Harbor Knoll Bed And Breakfast
Bed & Breakfast
8.6
Great1616 reviews
10
Map
4.0 km from Shelter Island4.0 km from City Centre
Located within a 5-minute drive of Dering Harbor Marina, the Harbor Knoll Bed And Breakfast Greenport offers a vegetarian breakfast and features an outdoor swimming pool.
FromC$ 450
/nightSelect
Zey Hotel
Bed & Breakfast
8.0
Great1313 reviews
10
Map
4.4 km from Shelter Island4.4 km from City Centre
The Zey with garden views lies only 300 metres from Greenport Antique Carousel.
FromC$ 1 403
/nightSelect
Hotel Moraine
Hotel
9.4
Perfect22 reviews
10
Map
5.6 km from Shelter Island5.6 km from City Centre
The Moraine Greenport is equipped with a lagoon-style swimming pool and is situated at a 5 km distance from Horton Point Lighthouse Nautical Museum.
FromC$ 842
/nightSelect
Sag Harbor Inn
Hotel
8.2
Great1010 reviews
10
Map
8.1 km from Shelter Island8.1 km from City Centre
While staying at the Sag Harbors Inn you are invited to discover Children's Museum of The East End, set 10 minutes away by car, or Sag Harbor Marine Park, which is just 0.9 km away.
Select
Silver Sands Motel & Beach Bungalows
Hotel
Map
4.3 km from Shelter Island4.3 km from City Centre
Greenport Antique Carousel is also set within 25 minutes' walk of the Silver Sands Motel & Beach Bungalows.
FromC$ 716
/nightSelect
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FAQs about hotels in Shelter Island
We hope that the answers to these questions will help you plan your trip
What are the top Shelter Island hotels for couples?
According to iBooked.ca travel data, there are 3 deals for couples. Sunset Beach rated 7.8/10 is a favourite 4-star hotel for couples, featuring bar, ironing, and restaurant. Travellers can book a room at this property for about 818C$ per night. To see more romantic hotels click here.
What are the top places to stay in Shelter Island with outdoor pools?
You may also like Seven - A Boutique B&B On rated 8.6/10. This property will cost you 1130C$ per night.
Which hotels are the best ones to stay at in Shelter Island?
You may book The Pridwin Hotel rated 8.6/10 with a golf course, a spa lounge, and a steam room. It costs 459C$ per night. Rams Head Inn rated 8.2/10 may also suit you — only 301C$ per one night. It features a picnic area, yoga classes, and children's menu.
Which spa hotels in Shelter Island are the best?
You may book Rams Head Inn, a nice spa hotel featuring a picnic area, yoga classes, and children's menu. It costs 301C$ per night. As an alternative, book The Pridwin Hotel (rating: 8.6/10), which costs 459C$ per night and offers a seasonal outdoor pool, a spa lounge, and a steam room.
How much does it cost to rent a hotel in Shelter Island?
According to iBooked.ca travel data, the average prices for Shelter Island hotels are:
A 4-star hotel room costs 1130C$ per night. You may book Seven - A Boutique B&B On with a picnic area, a golf course, and a seasonal outdoor pool.
How much does it cost to stay in a Shelter Island hotel for tonight?
According to iBooked.ca travel data, the average Shelter Island prices for tonight are:
For a perfect hotel like The Pridwin Hotel (rating: 8.6/10) you may pay about 301C$ per night.
What's the best hotel for a beach holiday in Shelter Island?
To make your stay pleasant, there are 3 options to consider. Alternatively, book Seven - A Boutique B&B On rated 8.6/10, a nice property set 200 metres from the beach. It costs 1130C$ per night and provides an outdoor swimming pool, a picnic area, and a golf course.
Where to stay in Shelter Island?
| 🏨 Hotels in Shelter Island | 25 |
| 👛 Lowest price | 232 CAD |
| ✍️ Hotels Reviews | 600 |