Name: Pier Blue Inn Old Saybrook - Essex
Price range: AU$142
Rating: 7.6

Where to stay in Shelter Island

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 Crescent Beach.

Menantic Creek

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

Coecles Harbor

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

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.

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 Shelter Island Historical Society and Sunset Beach.

Montclair Colony

If you're looking for some top things to see and do in Montclair Colony and surrounding area, you can visit Sunset Beach and Shelter Island Historical Society.

Montauk Yacht Club

32 Star Island Rd, Montauk, NY

AU$427

includes taxes & fees

21 Apr - 22 Apr

Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...

8.4/10 Very Good! (1,001 reviews)

"We went during off season, for the grand opening. The hotel is beautiful and the staff made the experience even better due to how accommodating and welcoming they were."

Reviewed on 17 Apr. 2025

Montauk Manor

236 Edgemere St., Montauk, NY

AU$297

includes taxes & fees

5 May - 6 May

Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...

9/10 Wonderful! (1,159 reviews)

"Room was clean. Property and view was great. Beautiful view of sunset. Definitely recommend a stay. Indoor pool was nice and warm. Staff was nice."

Reviewed on 17 Apr. 2025

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd, Old Saybrook, CT

AU$142

includes taxes & fees

20 Apr - 21 Apr

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

7.6/10 Good! (945 reviews)

"exactly what we expected ... clean and comfortable and would go back ..."

Reviewed on 15 Apr. 2025

See all 4,676 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.

Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!

Shelter Island

Stay at this vacation home in Shelter Island. Enjoy free WiFi, private pools, and a garden. Popular attractions Wades Beach and Mashomack Preserve are located ...

10/10 Exceptional! (41 reviews)

A very special shelter island retreat

"This is the most magical property with a gorgeous pool, beautiful large trees, a pond and a badmitten court. My two children loved it. The property was a 3-4 minute drive from everything and yet felt totally isolated and removed from everything. I will say that the house was more cozy than we expected ..."

Reviewed on 11 Sep. 2024

Montauk Manor

236 Edgemere St., Montauk, NY

Stay at this 3.5-star aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...

9/10 Wonderful! (1,159 reviews)

"Room was clean. Property and view was great. Beautiful view of sunset. Definitely recommend a stay. Indoor pool was nice and warm. Staff was nice."

Reviewed on 17 Apr. 2025

Montauk Oceanside Suites

115 South Emerson Avenue, Montauk, NY

Stay at this 3-star aparthotel in Montauk. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Montauk Point and South Edison Beach are ...

8.4/10 Very Good! (364 reviews)

"Good for a short stay"

Reviewed on 17 Apr. 2025

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.

Check Shelter Island hotel availability

Popular places to visit

Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

Shelter Island Historical Society

You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

Shelter Island Whale's Tail

You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area.

Mashomack Preserve

Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.

Wades Beach

Why not spend a care-free afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Shell Beach

Why not spend a care-free afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

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Shelter Island Travel Guide

Tourist Guide

Visit Shelter Island

Where to stay in Shelter Island

Silver Beach

Menantic Creek

Coecles Harbor

Hay Beach

Shorewood

Montclair Colony

Check Shelter Island hotel availability

Popular places to visit

Gardiner's Bay Country Club

Shelter Island Historical Society

Shelter Island Whale's Tail

Mashomack Preserve

Wades Beach

Shell Beach

Cities near Shelter Island

Shelter Island Heights

East Marion