Find hotels in Montclair Colony, Shelter Island from NT$2,413

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Dec 5 - Dec 6
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Discover 3,976 Montclair Colony hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

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 NT$9,674
NT$11,908 total
includes taxes & fees
Dec 10 - Dec 11
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 NT$6,453
NT$7,961 total
includes taxes & fees
Dec 10 - Dec 11
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, sun 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 NT$3,167
NT$3,642 total
includes taxes & fees
Dec 11 - Dec 12
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 NT$4,105
NT$6,223 total
includes taxes & fees
Dec 29 - Dec 30
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 NT$2,099
NT$2,413 total
includes taxes & fees
Jan 4 - 2026/1/5
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 NT$3,635
NT$4,153 total
includes taxes & fees
Jan 4 - 2026/1/5
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 NT$6,949
NT$7,713 total
includes taxes & fees
Dec 10 - Dec 11
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 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 NT$2,508
NT$2,884 total
includes taxes & fees
Dec 6 - Dec 7
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 NT$8,422
NT$10,875 total
includes taxes & fees
Jan 4 - 2026/1/5
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 NT$2,442
NT$2,808 total
includes taxes & fees
Dec 7 - Dec 8
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 NT$3,212
NT$4,152 total
includes taxes & fees
Dec 6 - Dec 7
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 NT$2,102
NT$2,490 total
includes taxes & fees
Dec 11 - Dec 12
Super 8 by Wyndham Old Saybrook
Seasonal outdoor pool, pool umbrellas, sun 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 NT$6,094
NT$8,495 total
includes taxes & fees
Jan 4 - 2026/1/5
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 NT$6,058
NT$6,922 total
includes taxes & fees
Dec 28 - Dec 29
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 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.

Coecles Harbor

When in Coecles Harbor, you can plan a visit to Gardiner's Bay Country Club and Shelter Island Historical Society, some noteworthy sights in the nearby area.

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.

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.

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.

Top Montclair Colony Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"A welcoming place with some nice touches."
Leslie 1-night trip
Posted 4 days ago
Pier Blue Inn Old Saybrook - Essex

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Frequently asked questions

What is Montclair Colony like?
You'll be sure to have fun visiting Shelter Island's Montclair Colony neighborhood.
If I need to cancel my hotel reservation in Montclair Colony, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then use the "fully refundable" filter to get the best deals available in Montclair Colony.
Where can I learn more about changing or cancelling my trip to Montclair Colony?
To find more details about changing or cancelling your trip to Montclair Colony, click here.
What is there to do around this Shelter Island neighborhood?
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.