Find hotels in Montclair Colony, Shelter Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Feb 4 - Feb 5
Tomorrow
Feb 5 - Feb 6
This weekend
Feb 6 - Feb 8
Next weekend
Feb 13 - Feb 15

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Montclair Colony hotels

Restaurant

Hamlet Inn

Hamlet Inn
2.0 star property
20.2 km from Montclair Colony
8.6 out of 10, Excellent, (449 reviews)
"Room was in good condition however I found the shower to be extremely small despite having great water pressure and extremely nice temperature."
United States
gail
The price is NT$2,724
NT$3,520 total
includes taxes & fees
Feb 5 - Feb 6
Hamlet Inn
Terrace/patio

American Beech Hotel

American Beech Hotel
3.5 star property
6.1 km from Montclair Colony
8.8 out of 10, Excellent, (195 reviews)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is NT$3,436
NT$5,187 total
includes taxes & fees
Feb 8 - Feb 9
American Beech Hotel
Resort view

Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.4 out of 10, Very Good, (609 reviews)
"Nice place"
United States
Mateusz
The price is NT$4,822
NT$6,410 total
includes taxes & fees
Feb 17 - Feb 18
Sound View Greenport
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
23.2 km from Montclair Colony
8.4 out of 10, Very Good, (718 reviews)
"ROOM WAS CLEAN, WARM, GOOD PARKING"
United States
JOSEPH
Shorewood Inn
BBQ/picnic area

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, (1,001 reviews)
"Tamara, who checked us in, made a great first impression. She was friendly, helpful, and very accommodating."
United States
Kameron
The price is NT$3,584
NT$4,095 total
includes taxes & fees
Feb 11 - Feb 12
Hyatt Place Long Island East End
Exterior detail

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
17.9 km from Montclair Colony
8.6 out of 10, Excellent, (206 reviews)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is NT$3,310
NT$3,947 total
includes taxes & fees
Feb 5 - Feb 6
Southampton Long Island Hotel
Reception

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
19.9 km from Montclair Colony
9.6 out of 10, Exceptional, (433 reviews)
"Adorable room"
United States
Martin
The price is NT$3,976
NT$4,574 total
includes taxes & fees
Feb 16 - Feb 17
The Bentley Hotel Southampton
Restaurant

House on Chase Creek

House on Chase Creek
2.5 star property
3.5 km from Montclair Colony
9.4 out of 10, Exceptional, (80 reviews)
"Great stay. The host is amzing and very helpful. The house is peaceful and safe!"
United States
Marshella
The price is NT$3,283
NT$3,751 total
includes taxes & fees
Feb 9 - Feb 10
House on Chase Creek
Exterior

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, (1,003 reviews)
"Room was clean and warm and the staff was very friendly "
United States
Pattie
Pier Blue Inn Old Saybrook - Essex
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, (1,001 reviews)
"Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area. "
United States
Kathleen
The price is NT$3,189
NT$3,667 total
includes taxes & fees
Feb 11 - Feb 12
Quality Inn Old Saybrook - Westbrook
Lobby lounge

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
8.8 out of 10, Excellent, (564 reviews)
"Everything was Great Immaculate hotel very good location sraff was great"
United States
latoya
The price is NT$4,411
NT$5,940 total
includes taxes & fees
Feb 17 - Feb 18
The Harbor Front Inn
Exterior

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
5.5 km from Montclair Colony
9.4 out of 10, Exceptional, (238 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is NT$5,337
NT$6,097 total
includes taxes & fees
Feb 12 - Feb 13
The Shoals Suites and Slips
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
26.5 km from Montclair Colony
8.8 out of 10, Excellent, (305 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is NT$4,154
NT$5,431 total
includes taxes & fees
Feb 5 - Feb 6
Windward Shores Ocean Resort
Free cribs/infant beds, rollaway beds, free WiFi, bed sheets

Clinton Motel

Clinton Motel
2.5 star property
28.6 km from Montclair Colony
8.6 out of 10, Excellent, (301 reviews)
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is NT$2,396
NT$2,755 total
includes taxes & fees
Feb 5 - Feb 6
Clinton Motel
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, (313 reviews)
"Loved the space. We stayed in the suite upstairs and it was so spacious. Had a cute sitting area and it was nice and clean. One downside is the access other guests have to the balcony. Anyone can just come up the stairs and look in your windows if the curtains are not closed just right. Customer service was good and we really enjoyed the cute breakfast baskets in the morning. "
United States
Latanya
Aqua by American Beech - Adults Only
Exterior

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
20.2 km from Montclair Colony
7.8 out of 10, Good, (31 reviews)
"Great staff"
United States
Douglas
The price is NT$3,549
NT$4,542 total
includes taxes & fees
Feb 28 - Mar 1
Sea Haven Resort Motel
Property entrance

The Sagaponack

The Sagaponack
3.0 star property
13.8 km from Montclair Colony
8.8 out of 10, Excellent, (223 reviews)
"The property and room was clean, easily accessible, and staff were very friendly. We would stay here again!"
United States
Daren
The price is NT$4,795
NT$6,739 total
includes taxes & fees
Mar 5 - Mar 6
The Sagaponack
View from property

Journey East Hampton

Journey East Hampton
4.0 star property
18.2 km from Montclair Colony
9.2 out of 10, Wonderful, (163 reviews)
"Amazing stay"
United States
Liana
Journey East Hampton
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, (70 reviews)
"Loved the 2 bar options on the property."
United States
Jennifer
The price is NT$4,456
NT$5,091 total
includes taxes & fees
Feb 7 - Feb 8
Hampton Bays Hotel on Main
Building design

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
6.7 km from Montclair Colony
9.4 out of 10, Exceptional, (582 reviews)
"Lovely hotel, very clean and friendly! Definitely going back!"
United States
Hollie
The price is NT$6,463
NT$7,384 total
includes taxes & fees
Feb 15 - Feb 16
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.
View all properties

Where to stay in Montclair Colony

Find the best Montclair Colony areas and neighborhoods for the activities you enjoy most.
Center console boat on Long Island, NY. Photographed by drone.

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 Crescent Beach and Sunset Beach.

Welcome To The Beach. Driftwood beach hut with handwritten welcome sign. Port Crescent State Park. Port Austin, Michigan.

Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Sunset Beach and Crescent Beach.

A sweeping view of the natural beauty at Mashomack Preserve on Shelter Island which is situated between the North and South Forks of Long Island, New York.

Coecles Harbor

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

view of wetland from the Marine Park Salt Marsh Nature Trail in brooklyn, new york (with gil hodges bridge to the rockaways int he background) cloud reflections in bay, water (shell bank creek)

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.

Aerial Views of Mamaroneck, New Rochelle, and Larchmont

Shorewood

While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Shell Beach and Mashomack Preserve.

Top Montclair Colony Hotel Reviews

The Preston House & Hotel

The Preston House & Hotel

10/10 Excellent
"Staff was amazing during the snow storm when everything in the town was closed. Also the hotel restaurant was closed so the GM prepared a salad, pasta with chick and stated veg for my husband and me. "
Louise 3-night trip
Posted 2 days ago
The Preston House & Hotel

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.

Explore a world of travel with Expedia