Search Hotels in Montclair Colony, Shelter Island

Start date: Check-in selected.
To Date
End date: Check-out

    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
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Montclair Colony, Shelter Island

Property grounds
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2.0 star property
7.8 out of 10, Good, (1013)
"Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!"
The price is Rp1.327.257
Rp1.526.428 total
includes taxes & fees
22 Oct - 23 Oct
Pier Blue Inn Old Saybrook - Essex
Exterior
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 star property
9.4 out of 10, Exceptional, (1011)
"Beautiful property, we loved our room, friendly staff. "
The price is Rp3.980.006
Rp4.991.290 total
includes taxes & fees
6 Nov - 7 Nov
Saybrook Point Resort & Marina
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
7.0 out of 10, Good, (64)
"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!"
Hampton Bays Hotel on Main
Front of property
The Preston House & Hotel
The Preston House & Hotel
3.5 star property
9.8 out of 10, Exceptional, (365)
"Everything about the Preston House was great the staff are amazing and they were so helpful throughout the booking and stay! "
The price is Rp3.757.265
Rp4.292.738 total
includes taxes & fees
2 Nov - 3 Nov
The Preston House & Hotel
Exterior
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 star property
8.8 out of 10, Excellent, (1007)
"clean and quiet property, great views, amazing staff"
The price is Rp3.629.487
Rp4.459.795 total
includes taxes & fees
19 Oct - 20 Oct
Water's Edge Resort & Spa
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
7.6 out of 10, Good, (1009)
"We have stayed there before so have been pleased with it."
The price is Rp1.549.576
Rp1.782.012 total
includes taxes & fees
2 Nov - 3 Nov
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
8.8 out of 10, Excellent, (523)
"Great location ,beautiful hotel,nice staff"
The price is Rp2.737.362
Rp3.938.519 total
includes taxes & fees
2 Nov - 3 Nov
The Harbor Front Inn
Property grounds
Liberty Inn
Liberty Inn
2.0 star property
7.4 out of 10, Good, (632)
"Well located for getting to the places we wanted to be. This is an older property, but well taken care of and service was very good. I wouldn’t hesitate to stay here again. "
The price is Rp1.327.257
Rp1.526.346 total
includes taxes & fees
3 Nov - 4 Nov
Liberty Inn
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook
Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
7.2 out of 10, Good, (456)
"the so-called breakfast was absolute minimum only thing available was make your own waffle"
The price is Rp1.185.467
Rp1.363.287 total
includes taxes & fees
2 Nov - 3 Nov
Econo Lodge Inn & Suites Old Saybrook Westbrook
View from property
Ocean Vista Resort
Ocean Vista Resort
2.5 star property
9.0 out of 10, Wonderful, (196)
"Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back."
Ocean Vista Resort
Indoor pool, outdoor pool
Hyatt Place Long Island East End
Hyatt Place Long Island East End
3.0 star property
9.2 out of 10, Wonderful, (1006)
"This was a pleasant surprise of a stay! Very clean, central to places to eat, right on the water, and just overall a great stay."
The price is Rp3.066.005
Rp3.502.911 total
includes taxes & fees
29 Oct - 30 Oct
Hyatt Place Long Island East End
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, free pool cabanas
Bayview Resort
Bayview Resort
2.5 star property
8.8 out of 10, Excellent, (452)
"Staff was fantastic, room was always clean and the area was perfect! "
The price is Rp2.707.200
Rp3.092.853 total
includes taxes & fees
15 Oct - 16 Oct
Bayview Resort
Outdoor pool
The Atlantic Hotel
The Atlantic Hotel
2.5 star property
7.2 out of 10, Good, (954)
"Love the area love the room size clean parking was perfect "
The Atlantic Hotel
Property grounds
Clinton Motel
Clinton Motel
2.5 star property
8.6 out of 10, Excellent, (283)
"Great staff and clean rooms"
The price is Rp1.292.460
Rp1.486.329 total
includes taxes & fees
27 Oct - 28 Oct
Clinton Motel
Exterior
Aqua by American Beech - Adults Only
Aqua by American Beech - Adults Only
2.5 star property
9.4 out of 10, Exceptional, (311)
"This was our third time staying here. The rooms are clean, the property is quiet, and the view is tranquil. The only way they could be better is getting more partnerships with local businesses and advertising them to guests before their stay (e.g. an email digest) to help guide those who book early."
Aqua by American Beech - Adults Only
Terrace/patio
Westbrook Inn B&B
Westbrook Inn B&B
3.0 star property
9.8 out of 10, Exceptional, (171)
"Charming, beautiful inn; excellent food and service."
The price is Rp3.677.712
Rp4.082.185 total
includes taxes & fees
27 Oct - 28 Oct
Westbrook Inn B&B
Property entrance
The Menhaden
The Menhaden
3.5 star property
9.6 out of 10, Exceptional, (166)
"Loved the vineyards that a were a couple of miles away "
The price is Rp5.121.057
Rp6.513.852 total
includes taxes & fees
3 Nov - 4 Nov
The Menhaden
Exterior
Zey Hotel
Zey Hotel
3.5 star property
9.2 out of 10, Wonderful, (278)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
Zey Hotel
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (430)
"Great Staff"
The price is Rp1.774.968
Rp2.294.200 total
includes taxes & fees
2 Nov - 3 Nov
Hamlet Inn
Property grounds
Greenporter Hotel
Greenporter Hotel
2.0 star property
9.2 out of 10, Wonderful, (266)
"Staff was amazing and this hotel is in the perfect location "
Greenporter Hotel
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 for the activities you enjoy most.

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.

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, Gardiner's Bay Country Club and Mashomack Preserve are some notable places to visit nearby.

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 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.

Top Montclair Colony Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"We brought our bikes and the staff was very accommodating and helped us store them each night. We had a great time and will be back!"
Christine 4-night trip
Posted 3 weeks ago
The Harbor Front Inn

Explore a world of travel with Expedia

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.