Name: Pier Blue Inn Old Saybrook - Essex
Price range: €79

Where to stay in Shelter Island

Find the best Shelter Island areas for the activities you enjoy most.

A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

Silver Beach

While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Shell Beach.

A pebble beach with calm water, a distant bridge, and a forested island.

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Mashomack Preserve are some notable places to visit nearby.

A beach with a wooden sign that reads "Please take off your shoes!"

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Wades Beach and Shelter Island Historical Society.

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

See properties

An aerial view of a large estate surrounded by water, featuring a prominent mansion, rocky shorelines, and a small island with a lighthouse.

Shorewood

While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Wades Beach and Shell Beach.

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

€480

17 Nov - 18 Nov

includes taxes & fees

Stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa and 2 restaurants. Popular attractions Hither Woods Preserve and Hither Hills ...

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

€79

11 Nov - 12 Nov

includes taxes & fees

Stay at this hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT

€199

24 Nov - 25 Nov

includes taxes & fees

Stay at this beach resort in Westbrook. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...

8.8/10 Excellent! (1,009 reviews)

"Great location. The restaurant / bistro is very good. Try the salmon. Staff accommodating and helpful. Room and facilities were clean and inviting. Would stay again."

Reviewed on 9 Nov 2026

See all 4,515 properties in Shelter Island

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.

Montauk Manor

236 Edgemere St. Montauk NY

Stay at this aparthotel in Montauk. Enjoy free Wi-Fi, an outdoor pool and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms in ...

9.2/10 Wonderful! (1,422 reviews)

"We’ve been to Montauk Manor many times. The inside pool area is updated and nice to use. Gavin a restaurant there is quite convenient. The units are comfortable and lovely with fully stocked kitchens."

Reviewed on 8 Nov 2026

Windward Shores Ocean Resort

2062 Montauk Highway Amagansett NY

Stay at this beach aparthotel in Amagansett. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms in their ...

Montauk Oceanside Suites

115 South Emerson Avenue Montauk NY

Stay at this aparthotel in Montauk. Enjoy free Wi-Fi, free parking and daily housekeeping. Popular attractions Montauk Point Lighthouse and Montauk Point are ...

See all properties in Shelter Island

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.