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Top Trending Hotels Near Montclair Colony, Shelter Island

Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 star property
25.9 km from Montclair Colony
9.6 out of 10, Exceptional, (1001)
"Excellent food, in addition to friendly and helpful staff."
United States
marybeth
The price is 8.148.639 ₫
10.030.210 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Saybrook Point Resort & Marina
Property grounds
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2.0 star property
26.7 km from Montclair Colony
8.0 out of 10, Very good, (1000)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
26.8 km from Montclair Colony
8.8 out of 10, Excellent, (1009)
"We love the stay everything was perfect"
United States
angelica
The price is 4.227.592 ₫
5.316.665 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Water's Edge Resort & Spa
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

2.0 star property
24.1 km from Montclair Colony
7.2 out of 10, Good, (69)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
29.9 km from Montclair Colony
7.8 out of 10, Good, (1001)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is 2.667.427 ₫
3.067.541 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Quality Inn Old Saybrook - Westbrook
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
5.9 km from Montclair Colony
8.8 out of 10, Excellent, (540)
"Awesome stay!!! Great Location "
United States
Bryan
The price is 2.935.315 ₫
4.644.293 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Harbor Front Inn
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
26.8 km from Montclair Colony
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
The price is 1.767.782 ₫
2.032.949 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Indoor pool, outdoor pool
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3.0 star property
29.7 km from Montclair Colony
9.2 out of 10, Wonderful, (1001)
"Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable"
United States
Helen
The price is 3.061.673 ₫
3.497.961 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt Place Long Island East End
Terrace/patio
Westbrook Inn B&B

Westbrook Inn B&B

3.0 star property
27.4 km from Montclair Colony
9.8 out of 10, Exceptional, (175)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is 4.097.309 ₫
4.548.024 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Westbrook Inn B&B
Exterior
Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only

2.5 star property
24.7 km from Montclair Colony
9.4 out of 10, Exceptional, (312)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only
IPod dock, MP3 dock
The Captain Stannard

The Captain Stannard

3.0 star property
27.4 km from Montclair Colony
9.8 out of 10, Exceptional, (257)
"Amazing stay! Everything was perfect and it is clear that the owners love their jobs and their inn. Can't wait to go back! "
United States
Julie
The price is 4.398.225 ₫
4.882.170 ₫ total
includes taxes & fees
11 Dec - 12 Dec
The Captain Stannard
Property grounds
Liberty Inn

Liberty Inn

2.0 star property
29.2 km from Montclair Colony
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is 2.112.317 ₫
2.429.165 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Liberty Inn
Property entrance
The Menhaden

The Menhaden

3.5 star property
5.9 km from Montclair Colony
9.6 out of 10, Exceptional, (171)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is 5.519.869 ₫
7.361.232 ₫ total
includes taxes & fees
8 Dec - 9 Dec
The Menhaden
Property grounds
Clinton Motel

Clinton Motel

2.5 star property
28.6 km from Montclair Colony
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is 2.057.094 ₫
2.365.658 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Clinton Motel
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
19.3 km from Montclair Colony
7.2 out of 10, Good, (973)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
20.2 km from Montclair Colony
8.6 out of 10, Excellent, (439)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is 2.705.665 ₫
3.496.795 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Hamlet Inn
Exterior
Zey Hotel

Zey Hotel

3.5 star property
6.1 km from Montclair Colony
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
Property amenity
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2.0 star property
27.2 km from Montclair Colony
7.0 out of 10, Good, (906)
"A simple, affordable, conveniently located, and pleasant stay."
United States
Jason
The price is 1.770.947 ₫
2.097.445 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Super 8 by Wyndham Old Saybrook
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

4.0 star property
6.5 km from Montclair Colony
8.6 out of 10, Excellent, (596)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is 5.133.504 ₫
7.155.724 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Sound View Greenport
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
6.7 km from Montclair Colony
9.4 out of 10, Exceptional, (571)
"Very clean, helpful staff and convenient location."
United States
Gordon
The price is 5.102.788 ₫
5.829.935 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Sag Harbor Inn
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 for the activities you enjoy most.

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.

Coecles Harbor

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

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.

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 Mashomack Preserve and Shelter Island Historical Society.

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.

Top Montclair Colony Hotel Reviews

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

10/10 Excellent
"Loved the 2 bar options on the property."
Jennifer 1-night trip
Posted 2 months ago
Hampton Bays Hotel on Main

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Frequently asked questions

What is Montclair Colony like?
You'll be sure to have fun exploring Shelter Island's Montclair Colony neighbourhood.
If I need to cancel my hotel reservation in Montclair Colony, will I receive a refund?
Yes, the majority of hotel reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then you can filter by "fully refundable" to get the best deals available in Montclair Colony.
What is there to do around this Shelter Island neighbourhood?
A few places to visit in the area around Montclair Colony include Shell Beach, Wades Beach and Shelter Island Historical Society. When you're sightseeing in Shelter Island, Havens House and Sylvester Manor are also worth a stop.