Montclair Colony
Shelter Island
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Montclair Colony Hotel Deals
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
The price is CA $110 per night from Nov 10 to Nov 11
CA $110
CA $126 total
Nov 10 - Nov 11
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. ...
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
The price is CA $230 per night from Nov 12 to Nov 13
CA $230
CA $289 total
Nov 12 - Nov 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! (1,008 reviews)
"Good one stop no drive resort . Relaxed lounge and good live music Friday and Saturday. Dinner and a show with a great Sunday brunch is a fun weekend . This is the slow season not much to do in the winter . Still a fun spot ."
Reviewed on Nov 8, 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
The price is CA $146 per night from Nov 18 to Nov 19
CA $146
CA $202 total
Nov 18 - Nov 19
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 ...
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Nov 11 to Nov 12
CA $193
CA $221 total
Nov 11 - Nov 12
includes taxes & fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
9.6/10 Exceptional! (615 reviews)
"N/A"
Reviewed on Nov 1, 2026
Zey Hotel
439 Main Street Greenport NY
The price is CA $192 per night from Nov 17 to Nov 18
CA $192
CA $220 total
Nov 17 - Nov 18
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 ...
9.2/10 Wonderful! (446 reviews)
"Clean room"
Reviewed on Nov 9, 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is CA $215 per night from Nov 23 to Nov 24
CA $215
CA $286 total
Nov 23 - Nov 24
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! (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 Nov 9, 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.
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Where to stay in Montclair Colony
Find the best Montclair Colony areas and neighborhoods for the activities you enjoy most.
Menantic Creek
If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Wades Beach and Shelter Island Historical Society.
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 Shell Beach.
Coecles Harbor
When in Coecles Harbor, you can plan a visit to Gardiner's Bay Country Club and Mashomack Preserve, some noteworthy sights in the nearby area.
Hay Beach
Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel 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 Wades Beach and Shell Beach.
