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.
1-29 out of 29
Sort by:
high popularity
- Price: low to high
- Price: high to low
- Guest rating: high to low
- Popularity: high to low
8.6
Great5353 reviews10
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$ 462
/nightSelect
7.8
Very good2020 reviews10
Map
3.9 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$ 563
/nightSelect
Places to stay near Shelter Island
Hotel
8.4
Great7171 reviews10
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$ 303
/nightSelect
Hotel
8.4
Great6363 reviews10
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$ 187
/nightSelect
Hotel
8.4
Great7676 reviews10
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$ 657
/nightSelect
Hotel
8.4
Great6565 reviews10
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$ 248
/nightSelect
Motel
8.2
Great1212 reviews10
Map
6.7 km from Shelter Island6.7 km from City Centre
Within 7 km of Lavender By the Bay, the 2-star Beach Motel includes 14 rooms.
FromC$ 277
/nightSelect
Hotel
7.8
Very good2626 reviews10
Map
2.3 km from Shelter Island2.3 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$ 824
/nightSelect
Bed & Breakfast
8.6
Great3636 reviews10
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$ 561
/nightSelect
Inn
8.6
Great2828 reviews10
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$ 503
/nightSelect
Hotel
8.6
Great2020 reviews10
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$ 278
/nightSelect
8.6
Great1616 reviews10
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$ 270
/nightSelect
Hotel
8.2
Great3535 reviews10
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$ 690
/nightSelect
Hotel
8.4
Great5454 reviews10
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$ 235
/nightSelect
Hotel
8.6
Great2222 reviews10
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.
FromC$ 340
/nightSelect
8.0
Great22 reviews10
Map
4.0 km from Shelter Island4.0 km from City Centre
The luxury hotel is a good starting point to Greenport' sights including Lavender By The Bay and Camera Obscura.
Select
Bed & Breakfast
8.4
Great2828 reviews10
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$ 633
/nightSelect
Bed & Breakfast
8.6
Great2020 reviews10
Map
1.9 km from Shelter Island1.9 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$ 1 090
/nightSelect
7.4
Very good99 reviews10
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$ 257
/nightSelect
Bed & Breakfast
8.4
Great1818 reviews10
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$ 449
/nightSelect
Hotel
9.0
Perfect1515 reviews10
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$ 1 005
/nightSelect
Bed & Breakfast
8.6
Great4343 reviews10
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$ 463
/nightSelect
Bed & Breakfast
8.4
Great4040 reviews10
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$ 575
/nightSelect
Bed & Breakfast
Map
8.9 km from Shelter Island8.9 km from City Centre
While staying at the Vine & Sand--Southold Ny'S Newest B&B you are invited to discover Pindar Vineyards, set a 10-minute ride away, or Horton Point Lighthouse Nautical Museum, which is about a 10-minute drive away.
FromC$ 726
/nightSelect
7.4
Very good33 reviews10
Map
8.0 km from Shelter Island8.0 km from City Centre
Founders Landing Park is also set 1.8 km from the 2-star Historic White Blossom House Southold.
FromC$ 622
/nightSelect
Bed & Breakfast
8.2
Great4040 reviews10
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$ 242
/nightSelect
8.4
Great1212 reviews10
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$ 275
/nightSelect
Bed & Breakfast
8.6
Great2828 reviews10
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$ 918
/nightSelect
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
Saved
Save
FAQs about hotels in Shelter Island
We hope that the answers to these questions will help you plan your trip
What are the best romantic hotels in Shelter Island?
According to iBooked.ca travel data, there are 3 deals for couples. Other suitable options for couples you can find here.
Which Shelter Island hotels are the best to stay at?
For instance, book The Pridwin Hotel rated 8.6/10 for 481C$ per night. It's set 4 km from Nova Constellatio Gallery and provides a tennis court, concierge service, children's menu.
Which spa hotels in Shelter Island are the top?
You may book The Pridwin Hotel, a nice spa hotel featuring a tennis court, a golf course, a gaming room. It costs 481C$ per night.
How much does it cost to stay in a hotel in Shelter Island?
Of course, the prices change in Shelter Island depending on the season, but on average:
A 4-star hotel room costs 481C$ per night. You may book The Pridwin Hotel with a tennis court, back massages, a special menu.
How much would a hotel in Shelter Island cost for tonight?
According to iBooked.ca travel data, the average Shelter Island prices for tonight are:
A nice hotel like The Pridwin Hotel (rating: 8.6/10) costs about 481C$ per night.
Where to stay in Shelter Island?
Shelter Island hotels essential information
| 🏨 Hotels in Shelter Island | 29 |
| 👛 Lowest price | 152 CAD |
| ✍️ Hotels Reviews | 855 |