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Aug 28 - Aug 30
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Sep 4 - Sep 6

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Our top choices for Montclair Colony hotels

1. Shelter Island House

Shelter Island House
3.5 star property
2.7 km from Montclair Colony
8.4 out of 10, Very Good, (64 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is ₩437,576
₩499,937 total
includes taxes & fees
Sep 2 - Sep 3
Shelter Island House
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

2. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
8.8 out of 10, Excellent, (641 reviews)
"Overall great stay! People are fantastic!"
United States
John
The price is ₩382,620
₩508,349 total
includes taxes & fees
Sep 8 - Sep 9
The Harbor Front Inn
A waterfront property with a large house, multiple boats docked, and lush greenery.

3. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
6.7 km from Montclair Colony
9.4 out of 10, Exceptional, (660 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is ₩489,809
₩559,607 total
includes taxes & fees
Sep 21 - Sep 22
Sag Harbor Inn
A deck with outdoor seating, overlooking a body of water with a sunset view.

4. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
3.2 km from Montclair Colony
9.4 out of 10, Exceptional, (112 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is ₩742,751
₩933,451 total
includes taxes & fees
Sep 13 - Sep 14
The Pridwin Hotel
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

5. 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, (327 reviews)
"Amazing stay!!!"
United States
Maria
The price is ₩402,349
₩494,274 total
includes taxes & fees
Sep 1 - Sep 2
The Shoals Suites and Slips
A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.

6. 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, (1,000 reviews)
"staff is friendly and helpful breakfast had many options room was clean"
United States
Theresa
The price is ₩139,955
₩160,948 total
includes taxes & fees
Sep 20 - Sep 21
Quality Inn Old Saybrook - Westbrook
A sign for Pier Blue Guesthouse with a logo and name.

7. 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, (1,001 reviews)
"It was a very nice hotel. The room was clean and comfortable, the staff was friendly, and the location was convenient. We had a great stay and really enjoyed our time there."
United States
Egor
The price is ₩114,773
₩131,985 total
includes taxes & fees
Aug 30 - Aug 31
Pier Blue Inn Old Saybrook - Essex
A cozy living room with a wooden floor, a round dining table, a sofa, and a bookshelf.

8. Oyster Estate

Oyster Estate
4.0 star property
5.9 km from Montclair Colony
9.2 out of 10, Wonderful, (284 reviews)
"Great location, great hotel, great staff! "
United States
Jenny
The price is ₩450,375
₩567,451 total
includes taxes & fees
Sep 7 - Sep 8
Oyster Estate

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
6.6 km from Montclair Colony
9.0 out of 10, Wonderful, (289 reviews)
"Great place!"
United States
Christine
The price is ₩417,901
₩600,790 total
includes taxes & fees
Sep 21 - Sep 22
Cliffside Resort Condominiums
A two-story house with a balcony, outdoor seating area, and a variety of plants.

10. Zey Hotel

Zey Hotel
3.5 star property
6.1 km from Montclair Colony
9.2 out of 10, Wonderful, (387 reviews)
"Very excellent boutique hotel right on Main st. Beautiful garden for relaxing. Perfect location, friendly staff"
United States
shaun
The price is ₩280,187
₩320,114 total
includes taxes & fees
Aug 31 - Sep 1
Zey Hotel
A serene landscape with a calm body of water reflecting trees with autumn foliage.

11. House on Chase Creek

House on Chase Creek
2.5 star property
3.5 km from Montclair Colony
9.4 out of 10, Exceptional, (86 reviews)
"Nice owner.. convenient location"
United States
Calvin
The price is ₩339,960
₩388,401 total
includes taxes & fees
Sep 9 - Sep 10
House on Chase Creek
A bedroom with a bed, bedside tables, a lamp, a window, and a door.

12. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
2.8 km from Montclair Colony
8.2 out of 10, Very Good, (46 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is ₩433,771
₩495,592 total
includes taxes & fees
Aug 31 - Sep 1
West Neck Guesthouse
A parking lot with a building in the background.

13. Clinton Motel

Clinton Motel
2.5 star property
28.6 km from Montclair Colony
8.6 out of 10, Excellent, (333 reviews)
"Hotel was clean and the staff was pleasant. The pool was wonderful! I would stay there again."
United States
Selena
The price is ₩109,308
₩125,704 total
includes taxes & fees
Aug 31 - Sep 1
Clinton Motel
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.

14. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
5.5 km from Montclair Colony
10.0 out of 10, Exceptional, (163 reviews)
"This was my first time in the North fork and this hotel was a total surprise It was absolutely wonderful The accommodations the service the food everything was a delight and we cannot wait to come back"
United States
Sol
The price is ₩546,538
₩624,423 total
includes taxes & fees
Sep 21 - Sep 22
Silver Sands Motel & Beach Bungalows
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

15. 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, (1,014 reviews)
"Great staff Multiple food and drink options"
United States
Thomas
The price is ₩322,526
₩394,780 total
includes taxes & fees
Sep 14 - Sep 15
Water's Edge Resort & Spa
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

16. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
19.9 km from Montclair Colony
9.6 out of 10, Exceptional, (567 reviews)
"nice room for the price in season"
United States
Frank
The price is ₩210,313
₩274,873 total
includes taxes & fees
Sep 15 - Sep 16
The Bentley Hotel Southampton
A spacious room with wicker furniture, large windows, and a view of the sea.

17. Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.4 out of 10, Very Good, (706 reviews)
"Beautiful location! Everything was excellent!"
United States
Suzanne
The price is ₩346,948
₩514,952 total
includes taxes & fees
Sep 15 - Sep 16
Sound View Greenport
A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.

18. 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, (491 reviews)
"Had a pleasant stay. Bed was comfortable & slept great. I shall return"
United States
Kenneth
The price is ₩105,305
₩121,101 total
includes taxes & fees
Sep 27 - Sep 28
Econo Lodge Inn & Suites Old Saybrook Westbrook
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

19. The Menhaden

The Menhaden
3.5 star property
5.9 km from Montclair Colony
9.6 out of 10, Exceptional, (189 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is ₩631,936
₩777,329 total
includes taxes & fees
Aug 31 - Sep 1
The Menhaden
A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.

20. 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, (1,007 reviews)
"This was a great place to stay if you wanted good access to the best of the Northfork. Close to vineyards, restaurants and farms. Would definitely stay again."
United States
Garvin
The price is ₩271,193
₩309,838 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Place Long Island East End
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 and neighborhoods for the activities you enjoy most.
A beach with a wooden sign that reads "Please take off your shoes!"

Menantic Creek

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

A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

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.

A pebble beach with calm water, a distant bridge, and a forested island.

Coecles Harbor

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

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

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.

An aerial view of a large estate surrounded by water, featuring a prominent mansion, rocky shorelines, and a small island with a lighthouse.

Shorewood

While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Mashomack Preserve and Shelter Island Historical Society.

Top Montclair Colony Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Just an outstanding hotel in a breathtakingly beautiful setting!! I couldn’t be more impressed & look forward to returning! 10 stars!!"
Joan 2-night trip
Posted 12 hours ago
Water's Edge Resort & Spa

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.