Shelter Island Hotel Guide. Hotels in Montclair Colony, Shelter Island, United States of America

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
21 Jul - 22 Jul
Tomorrow
22 Jul - 23 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Filter by

Guest rating
Guest rating
Property class

Top Trending Hotels Near Montclair Colony, Shelter Island

Shorewood Inn
Relax in a serene outdoor space surrounded by lush greenery, perfect for dining and socializing.

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (658)
"Good place to stay"
Shorewood Inn
Pier Blue Inn Old Saybrook - Essex
Welcome to Pier Blue Guesthouse, surrounded by lush greenery and vibrant flowers.

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1001)
"Nice, clean and friendly. "
The price is €79
includes taxes & fees
27 Jul - 28 Jul
Pier Blue Inn Old Saybrook - Essex
Clinton Motel
Situated in a landscaped area, this single-story building offers a convenient parking space.

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (258)
"Great and quiet stay, friendly owners, just right! "
The price is €88
includes taxes & fees
23 Jul - 24 Jul
Clinton Motel
Liberty Inn
Stroll through the serene garden, surrounded by lush greenery and a tranquil water feature.

Liberty Inn

2.0 star property
7.4 out of 10, Good, (610)
"It was very clean and odor-free. Check-in was quick and easy. The bed was very comfortable."
The price is €88
includes taxes & fees
4 Aug - 5 Aug
Liberty Inn
Saybrook Point Resort & Marina
Enjoy a tranquil waterfront setting with a fire pit table and stunning views of the marina.

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1005)
"Beautiful spot and great accommodations—can’t wait to return! "
The price is €365
includes taxes & fees
12 Aug - 13 Aug
Saybrook Point Resort & Marina
Westbrook Inn B&B
Relax in the serene outdoor patio area, surrounded by lush greenery and comfortable seating options.

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (152)
"Beautiful bed and breakfast with plush robes and slippers, super clean, would stay again!"
The price is €273
includes taxes & fees
22 Jul - 23 Jul
Westbrook Inn B&B
Greenporter Hotel
Relax by the fire pit surrounded by comfortable seating and a serene pool view.

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (140)
"wonderful stay! we loved lounging by the pool and being such a short walk to so many amazing restaurants and cafes right in greenport!"
Greenporter Hotel
Econo Lodge Inn & Suites Old Saybrook Westbrook
Surrounded by lush greenery, a serene pond with a central fountain offers a peaceful escape.

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (436)
"Room was very comfortable. I would definitely use again."
The price is €80
includes taxes & fees
27 Jul - 28 Jul
Econo Lodge Inn & Suites Old Saybrook Westbrook
Canoe Place Inn and Cottages
Relax in a serene outdoor setting with a covered patio, decorative water feature, and traditional architecture.

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (47)
"Wonderful stay! "
Canoe Place Inn and Cottages
American Beech Hotel
Relax in a serene outdoor space with a paved walkway, benches, and lush greenery.

American Beech Hotel

3.5 star property
8.8 out of 10, Excellent, (183)
"Beautiful hotel , attentive staff and close to everything. Great food and cocktails "
The price is €309
includes taxes & fees
22 Jul - 23 Jul
American Beech Hotel
The Pridwin Hotel
Relax by the calm pool, surrounded by comfortable sun loungers and shaded areas.

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (65)
"Lovely hotel/ resort. Look forward to going again!"
The Pridwin Hotel
Quality Inn Old Saybrook - Westbrook
Relax by the oval-shaped pool surrounded by lounge chairs and a high ceiling with a grid-like pattern.

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1006)
"Great location and pool, close to a wonderful restaurant "
The price is €109
includes taxes & fees
3 Aug - 4 Aug
Quality Inn Old Saybrook - Westbrook
Wainscott Woods Retreat
Exterior

Wainscott Woods Retreat

2.0 star property
10.0 out of 10, Exceptional, (1)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
The price is €1,327
includes taxes & fees
22 Jul - 23 Jul
Wainscott Woods Retreat
Water's Edge Resort & Spa
Experience the hotel's elegant design and unwind by the spacious pool surrounded by lounge chairs.

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1000)
"Grounds are beautiful. Good food and staff. One down side are the bed pillows- all were toooo big and puffy- so uncomfortable! "
The price is €311
includes taxes & fees
22 Jul - 23 Jul
Water's Edge Resort & Spa
Sea Crest Resort
Enjoy the serene beach view from this balcony, featuring a round table and two chairs.

Sea Crest Resort

2.5 star property
9.2 out of 10, Wonderful, (459)
"Great stay and beautiful clean room "
The price is €340
includes taxes & fees
23 Jul - 24 Jul
Sea Crest Resort
The Bentley Hotel Southampton
Relax in this serene outdoor seating area with a round table, potted plant, and two chairs.

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (288)
"Place was clean and close to beach and town! "
The price is €298
includes taxes & fees
3 Aug - 4 Aug
The Bentley Hotel Southampton
The Captain Stannard
Cozy up by the fireplace in this stylish living room, featuring a comfortable sofa, armchair, and decorative artwork.

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (233)
"Everything was fantastic, will stay again!"
The Captain Stannard
Sag Harbor Inn
Relax by the rectangular pool surrounded by a tiled deck and lounge chairs.

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (533)
"Nice clean rooms and close to town. "
The price is €472
includes taxes & fees
10 Aug - 11 Aug
Sag Harbor Inn
The Harbor Front Inn
View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (490)
"Great location wonderful breakfast selections "
The price is €353
includes taxes & fees
23 Jul - 24 Jul
The Harbor Front Inn
Hampton's Vacation Inn
Enjoy cooking in this well-equipped kitchen with a dishwasher, coffee maker, and stainless steel appliances.

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (291)
"Amazing place I went there with my family we took the two bedrooms it has the pool fronting the room which is like a separate house with two parking spots We enjoyed the stay and will come back again "
The price is €340
includes taxes & fees
22 Jul - 23 Jul
Hampton's Vacation 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.

Where to stay in Montclair Colony

Find the best Montclair Colony areas for the activities you enjoy most.
Menantic Creek map

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Wades Beach and Shelter Island Historical Society.

Silver Beach map

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 map

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.

Hay Beach map

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 map

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 Wades Beach and Mashomack Preserve.

Top Montclair Colony Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"We could not recommend this property more! The rooms are fabulous and the grounds are beautiful. We had a room on the ground and our dog loved the easy access outside. The rooms are decorated beautifully as well - very chic and spacious! Cant wait to come back here in the Fall."
Samantha 1-night trip
Posted 2 days ago
The Bentley Hotel Southampton

Frequently asked questions

What is Montclair Colony like?

You'll be sure to have fun exploring Shelter Island's Montclair Colony neighbourhood.

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 traveller data.

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.