Montclair Colony Travel Guide
Shelter Island
Visit Montclair Colony
Things to do
Private Luxury Wine Tours of Long Island Pindar Winery
฿6,681
per adult
Half Day(PM) North Fork Private Wine & Food Tour by Local Expert
฿14,812
per adult
Private Vacation Photoshoot with Photographer The Hamptons
฿9,252
per adult
Top hotels in Montclair Colony
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is ฿2,573 per night from 11 Nov to 12 Nov
฿2,573
฿2,958 total
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
The price is ฿4,450 per night from 22 Nov to 23 Nov
฿4,450
฿5,694 total
22 Nov - 23 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
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is ฿3,474 per night from 18 Nov to 19 Nov
฿3,474
฿4,808 total
18 Nov - 19 Nov
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 ...
7.2/10 Good! (1,001 reviews)
"A+++++"
Reviewed on 10 Nov 2026
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
The price is ฿4,679 per night from 17 Nov to 18 Nov
฿4,679
฿5,346 total
17 Nov - 18 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! (615 reviews)
"N/A"
Reviewed on 1 Nov 2026
Zey Hotel
439 Main Street Greenport NY
The price is ฿5,411 per night from 17 Nov to 18 Nov
฿5,411
฿6,182 total
17 Nov - 18 Nov
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 ...
9.2/10 Wonderful! (447 reviews)
"Great place to stay for a walkable visit to Greenport NY. Comfy bed, great rooms for hanging out, close to everything."
Reviewed on 10 Nov 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ฿5,649 per night from 24 Nov to 25 Nov
฿5,649
฿7,408 total
24 Nov - 25 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 ...
8.4/10 Very good! (767 reviews)
"Location is nice. But many times booked for weddings so you won’t be able to go to the bar etc. The rooms are clean and fine but for the pricing I expected nicer. Feels more like a cabin. They also have fees that are not represented on an app like Expedia if you book through them. An additional 30 ..."
Reviewed on 9 Nov 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.
Check Montclair Colony hotel availability
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.
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.
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.
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.
