Find hotels in Montclair Colony, Shelter Island from ￥19,706

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Tonight
May 12 - May 13
Tomorrow
May 13 - May 14
Next weekend
May 17 - May 19

Filter by

Popular filters
Popular filters
Price per night
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveler experience
Traveler experience

Discover 3,986 Montclair Colony hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Terrace/patio
Capri
3.5 star property
6.4 out of 10, (218)
"The rooms are grrat with all details"
The price is ￥62,156
￥75,288 total
includes taxes & fees
May 23 - May 24
Capri
Front of property - evening/night
Baron's Cove
3.5 star property
9.0 out of 10, Wonderful, (133)
"We loved everything about our stay - the location, the cleanliness, the service, Kristen at the front desk :-), the food (we had breakfast and brunch at the hotel during our two days there) - can't wait to go back to Baron's Cove!!!!"
The price is ￥52,809
￥66,296 total
includes taxes & fees
Jun 2 - Jun 3
Baron's Cove
Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (20)
"Very elegant "
The price is ￥46,578
￥58,473 total
includes taxes & fees
May 13 - May 14
The Pridwin Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (53)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is ￥64,804
￥73,958 total
includes taxes & fees
May 14 - May 15
East Hampton Art House Bed & Breakfast
Children's activities
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (234)
"The bathroom was very clean with nice plush towels. The room was also very clean with a comfortable bed. I would definitely recommend this Inn to my friends and relatives. Great location as well!"
The price is ￥19,706
￥22,490 total
includes taxes & fees
May 28 - May 29
Hampton's Vacation Inn
Outdoor pool
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, (105)
"Noise from other guests."
The price is ￥105,019
￥120,398 total
includes taxes & fees
Jun 2 - Jun 3
Topping Rose House
Deluxe Studio | Living area | TV
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (227)
"Very convenient with own entrance and back deck and parking right in front!! Can walk to dining and breakfast options or make in your own kitchen nook!! "
The price is ￥50,044
￥60,497 total
includes taxes & fees
Jun 3 - Jun 4
East Hampton House Resort
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free cabanas
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (372)
"The view of the bay is incredible ( I was on 2nd floor) but the structure itself needs some t l c, fresh paint, more tables in room, etc. "
The price is ￥22,806
￥27,069 total
includes taxes & fees
May 13 - May 14
Bayview Resort
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (88)
"Loved the room, bed was comfortable, shower was lovely. Cindy gave great suggestions on where to go."
The price is ￥45,566
￥57,203 total
includes taxes & fees
May 27 - May 28
Journey East Hampton
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (26)
"Absolutely the nicest hotel in the area. "
The price is ￥77,890
￥93,336 total
includes taxes & fees
May 23 - May 24
Canoe Place Inn and Cottages
Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips
3.5 star property
9.6 out of 10, Exceptional, (75)
"Would go back in a heartbeat. The staff were so friendly and the rooms are gorgeous. Honestly it’s a best kept secret and I’m so glad we found it! "
The price is ￥45,955
￥56,342 total
includes taxes & fees
May 13 - May 14
The Shoals Suites and Slips
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is ￥92,689
￥111,070 total
includes taxes & fees
May 19 - May 20
The Roundtree, Amagansett
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (50)
"Excellent facility and excellent service. Highly recommend. "
The price is ￥70,101
￥88,005 total
includes taxes & fees
May 14 - May 15
Mill House Inn
Front of property - evening/night
The Maidstone
4.0 star property
7.8 out of 10, Good, (112)
"Staff was very friendly and engaging. Handled all of our needs wonderfully."
The price is ￥123,845
￥141,339 total
includes taxes & fees
May 23 - May 24
The Maidstone
Property grounds
Hampton Maid Motel
2.5 star property
9.0 out of 10, Wonderful, (521)
"The property is well kept and beautiful. I will definitely come back. "
The price is ￥31,545
￥36,002 total
includes taxes & fees
May 20 - May 21
Hampton Maid Motel
Aerial view
Colonial Shores Resort
2.5 star property
9.4 out of 10, Exceptional, (81)
"This is our second 8 day stay. Here for work (Hanging Wallpaper) we really enjoyed our time here. Around the corner from everything. "
The price is ￥38,945
￥44,447 total
includes taxes & fees
May 13 - May 14
Colonial Shores Resort
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
EHP Resort & Marina
3.5 star property
7.8 out of 10, Good, (7)
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues. The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
The price is ￥66,822
￥83,886 total
includes taxes & fees
May 16 - May 17
EHP Resort & Marina
View from property
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (63)
"543y"
The price is ￥43,014
￥49,091 total
includes taxes & fees
May 13 - May 14
House on Chase Creek
1 bedroom, WiFi, bed sheets
Sag Harbor Suite by the Beach
9.0 out of 10, Wonderful, (8)
"We were in town to celebrate thanksgiving. Nice cozy 1 bedroom apartment. 5 minute drive to town."
Sag Harbor Suite by the Beach
Outdoor spa tub
The Drake Inn
2.0 star property
9.0 out of 10, Wonderful, (77)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
The Drake Inn
Don't see what you're looking for?
See all available properties in Montclair Colony
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.

Frequently asked questions

What is Montclair Colony like?

You'll be sure to have fun visiting Shelter Island's Montclair Colony neighborhood.

Where is the best hotel for a stay in Montclair Colony?

For your stay in Montclair Colony, Shelter Island Getaway! Gourmet kitchen and fireplace...a winter retreat! is one of the top choices based on our traveler data.

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.