Montclair Colony Travel Guide
Shelter Island
Visit Montclair Colony
Things to do
Private Luxury Wine Tours of Long Island Pindar Winery
฿6,611
per adult
Half Day(PM) North Fork Private Wine & Food Tour by Local Expert
฿14,657
per adult
Private Vacation Photoshoot with Photographer The Hamptons
฿9,317
per adult
Top hotels in Montclair Colony
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is ฿6,328 per night from 1 Nov to 2 Nov
฿6,328
฿7,857 total
1 Nov - 2 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! (1,007 reviews)
"We had a fantastic stay here. It was beautiful, clean and the staff was excellent. We will be back."
Reviewed on 8 Oct 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is ฿2,837 per night from 9 Nov to 10 Nov
฿2,837
฿3,262 total
9 Nov - 10 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. ...
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is ฿3,603 per night from 28 Oct to 29 Oct
฿3,603
฿4,957 total
28 Oct - 29 Oct
includes taxes & fees
Stay at this hotel in Southampton. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ฿6,450 per night from 2 Nov to 3 Nov
฿6,450
฿8,330 total
2 Nov - 3 Nov
includes taxes & fees
Stay at this beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Zey Hotel
439 Main Street Greenport NY
The price is ฿6,131 per night from 26 Oct to 27 Oct
฿6,131
฿7,005 total
26 Oct - 27 Oct
includes taxes & fees
Stay at this boutique hotel in Greenport. Enjoy free parking, free bicycles on-site and daily housekeeping. Popular attractions Greenport Harbor Brewing Company ...
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is ฿4,811 per night from 9 Nov to 10 Nov
฿4,811
฿5,496 total
9 Nov - 10 Nov
includes taxes & fees
Stay at this business-friendly hotel in Southampton. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (596 reviews)
"It ’s really a Motel…but a big suite that can probably sleep 4-6 people. I didn’t even use 1/2 of the room. It would have been nice if they left some coffee for the morning. The hotel word is misleading."
Reviewed on 7 Oct 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 for the activities you enjoy most.
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.
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.
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.
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 Wades Beach and Shell Beach.
