Search Hotels in Montclair Colony, Shelter Island

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19 Dec - 20 Dec
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20 Dec - 21 Dec
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26 Dec - 28 Dec

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Our top choices for Montclair Colony hotels

Property grounds
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
28.6 km from Montclair Colony
8.6 out of 10, Excellent, (297)
"Great staff and clean rooms"
United States
Tyler
The price is 2.053.272 ₫
2.361.263 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Clinton Motel
Exterior
Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
27.9 km from Montclair Colony
6.4 out of 10, (228)
"Would stay again. "
United States
pamela
The price is 1.711.060 ₫
1.967.719 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Lamplighter Motel - Clinton, Connecticut
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook

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, (1002)
"The staff was friendly. The room was good. "
United States
Narida
The price is 2.662.673 ₫
3.062.074 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn Old Saybrook - Westbrook
Exterior
Saybrook Point Resort & Marina

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)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is 8.134.116 ₫
10.012.333 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Saybrook Point Resort & Marina
Individually decorated, individually furnished, desk, laptop workspace
Econo Lodge Inn & Suites Old Saybrook Westbrook

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)
"A very clean and convenient hotel. It’s close to the beach and provides a parking pass for local beach with a refundable deposit."
United States
Anonymous traveller
The price is 1.764.498 ₫
2.029.173 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Beach nearby
The Huntting Inn

The Huntting Inn

The Huntting Inn
3.5 star property
16.8 km from Montclair Colony
9.0 out of 10, Wonderful, (104)
"Staff and management was very welcoming!"
United States
Sanailer
The price is 10.068.930 ₫
11.766.828 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Huntting Inn
Bar (on property)
Water's Edge Resort & Spa

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, (1004)
"Holiday family tradition!"
United States
Donald
The price is 4.793.369 ₫
5.966.463 ₫ total
includes taxes & fees
21 Dec - 22 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

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
Front of property – evening/night
Mill House Inn

Mill House Inn

Mill House Inn
5.0 star property
16.7 km from Montclair Colony
9.0 out of 10, Wonderful, (75)
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
The price is 7.897.200 ₫
9.924.938 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Mill House Inn
Bar (on property)
The Hampton Maid

The Hampton Maid

The Hampton Maid
2.5 star property
22.2 km from Montclair Colony
9.0 out of 10, Wonderful, (688)
"Great place to stay"
United States
Mitchell
The price is 7.462.854 ₫
8.526.311 ₫ total
includes taxes & fees
20 Dec - 21 Dec
The Hampton Maid
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
22.4 km from Montclair Colony
9.8 out of 10, Exceptional, (60)
"Amazing property. Really enjoyed our stay."
United States
Dave
Canoe Place Inn and Cottages
Interior
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
7.8 km from Montclair Colony
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Lobby lounge
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
8.8 out of 10, Excellent, (547)
"Awesome stay!!! Great Location "
United States
Bryan
The price is 3.530.987 ₫
5.322.792 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Harbor Front Inn
IPod dock, MP3 dock
The Captain Stannard

The Captain Stannard

The Captain Stannard
3.0 star property
27.4 km from Montclair Colony
9.8 out of 10, Exceptional, (259)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard
View from property
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
18.2 km from Montclair Colony
9.0 out of 10, Wonderful, (160)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
Journey East Hampton
Reception
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
19.9 km from Montclair Colony
9.6 out of 10, Exceptional, (399)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is 3.293.805 ₫
3.789.496 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Bentley Hotel Southampton
Terrace/patio
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
6.1 km from Montclair Colony
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is 4.711.996 ₫
6.436.481 ₫ total
includes taxes & fees
21 Dec - 22 Dec
American Beech Hotel
Private kitchen
Canoe Place Waterfront Residences

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
22.2 km from Montclair Colony
10.0 out of 10, Exceptional, (1)
The price is 52.516.380 ₫
63.600.034 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Canoe Place Waterfront Residences
Resort view
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.6 out of 10, Excellent, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is 4.190.781 ₫
6.076.633 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Sound View Greenport
Aerial view
East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
15.8 km from Montclair Colony
9.6 out of 10, Exceptional, (65)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
United States
Dan
The price is 10.347.701 ₫
11.822.108 ₫ total
includes taxes & fees
23 Dec - 24 Dec
East Hampton Art House Bed & Breakfast
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 Crescent Beach and Sunset Beach.

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club 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 Sunset Beach and Crescent 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 Mashomack Preserve and Sunset Beach.

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

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.