Montclair Colony, NY
Shelter Island
Visit Montclair Colony
Things to do
Private Vacation Photoshoot with Photographer in The Hamptons
￥45,438
per adult
Montclair Colony Hotel Deals
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
The price is ￥12,800 per night from Sep 22 to Sep 23
￥12,800
￥14,720 total
Sep 22 - Sep 23
includes taxes & fees
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. ...
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ￥38,529 per night from Oct 14 to Oct 15
￥38,529
￥48,474 total
Oct 14 - Oct 15
includes taxes & fees
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (731 reviews)
"Nice property clean rooms unique having room right on the ocean front was surprised by a pretty nice breakfast many choices food coffee which is always important overall the property is well located to visit surrounding farms and vineyards and short car ride to restaurants and water front"
Reviewed on Sep 19, 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ￥27,954 per night from Oct 12 to Oct 13
￥27,954
￥34,838 total
Oct 12 - Oct 13
includes taxes & fees
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,000 reviews)
"It was the perfect getaway- close to home. The property was beautiful, clean and peaceful. The beach could have been cleaner, but overall we loved our stay. The food served in their variety of restaurants was delicious. We will definitely return."
Reviewed on Sep 15, 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is ￥18,597 per night from Oct 1 to Oct 2
￥18,597
￥25,147 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.2/10 Good! (1,001 reviews)
"Bed, floor not very clean; Room… walls, furniture, doors cracked, broken, chipped. Walking from lot to back of bldg where room was located, there was no exterior light so felt dangerous. Can hear every footstep from room above so impossible to sleep when people were still walking around middle of ..."
Reviewed on Sep 18, 2026
Zey Hotel
439 Main Street Greenport NY
The price is ￥26,317 per night from Sep 27 to Sep 28
￥26,317
￥30,067 total
Sep 27 - Sep 28
includes taxes & fees
Book a stay at this boutique hotel in Greenport. Enjoy free parking, free bicycles on site, and daily housekeeping. Popular attractions Greenport Harbor Brewing ...
North Fork Resort
690 Queen St Greenport NY
The price is ￥43,883 per night from Oct 18 to Oct 19
￥43,883
￥50,136 total
Oct 18 - Oct 19
includes taxes & fees
Stay at this cottage in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
9.6/10 Exceptional! (56 reviews)
"Very new and clean property very helpful and friendly staff ..... some areas where the rvs are the view not great ..... otherwise all good"
Reviewed on Sep 18, 2026
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.
Where to stay in Montclair Colony
Find the best Montclair Colony areas and neighborhoods for the activities you enjoy most.
Silver Beach
While Silver Beach might 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
If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Shelter Island Historical Society and Sunset Beach.
Coecles Harbor
When in Coecles Harbor, you can plan a visit to Shelter Island Historical Society and Mashomack Preserve, some noteworthy sights in the nearby area.
Hay Beach
Hay Beach might not have many top sights, but Greenport Carousel and Greenport Harbor Brewing Company are two attractions nearby that you can check out.
Shorewood
While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Mashomack Preserve and Shelter Island Historical Society.
