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Sep 4 - Sep 6
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Sep 11 - Sep 13

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Our top choices for Montclair Colony hotels

A deck with outdoor seating, overlooking a body of water with a sunset view.

1. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
3.2 km from Montclair Colony
9.4 out of 10, Exceptional, (114 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is ₩723,167
₩908,850 total
includes taxes & fees
Sep 7 - Sep 8
The Pridwin Hotel

2. Shelter Island House

Shelter Island House
3.5 star property
2.7 km from Montclair Colony
8.4 out of 10, Very Good, (65 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 ₩273,378
₩312,323 total
includes taxes & fees
Oct 4 - Oct 5
Shelter Island House
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, (663 reviews)
"Location and scenery"
United States
Loretta
The price is ₩440,122
₩502,838 total
includes taxes & fees
Oct 4 - Oct 5
Sag Harbor Inn
A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.

4. 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, (1,007 reviews)
"staff is friendly and helpful breakfast had many options room was clean"
United States
Theresa
The price is ₩137,402
₩158,012 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn Old Saybrook - Westbrook
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

5. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
9.0 out of 10, Wonderful, (649 reviews)
"My family visited this hotel and were very pleased with our decision. Right in the heart of Greenport and minute walk to everything. Will plan to stay here again."
United States
Michael
The price is ₩353,320
₩442,472 total
includes taxes & fees
Oct 4 - Oct 5
The Harbor Front Inn
A serene landscape with a calm body of water reflecting trees with autumn foliage.

6. 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 ₩292,436
₩334,112 total
includes taxes & fees
Oct 5 - Oct 6
House on Chase Creek
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, (1,004 reviews)
"Pleasant one night stay in our trek"
United States
Carolyn
The price is ₩115,899
₩133,287 total
includes taxes & fees
Sep 8 - Sep 9
Pier Blue Inn Old Saybrook - Essex
A parking lot with a building in the background.

8. 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 ₩105,955
₩121,848 total
includes taxes & fees
Sep 15 - Sep 16
Clinton Motel
A two-story house with a balcony, outdoor seating area, and a variety of plants.

9. Zey Hotel

Zey Hotel
3.5 star property
6.1 km from Montclair Colony
9.2 out of 10, Wonderful, (394 reviews)
"Very excellent boutique hotel right on Main st. Beautiful garden for relaxing. Perfect location, friendly staff"
United States
shaun
The price is ₩229,230
₩261,896 total
includes taxes & fees
Sep 8 - Sep 9
Zey Hotel
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

10. 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, (333 reviews)
"Loved everything about our stay!"
United States
Melissa
The price is ₩274,158
₩347,187 total
includes taxes & fees
Oct 1 - Oct 2
The Shoals Suites and Slips
A bedroom with a bed, bedside tables, a lamp, a window, and a door.

11. 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 ₩425,858
₩486,551 total
includes taxes & fees
Sep 7 - Sep 8
West Neck Guesthouse
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.

12. 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, (165 reviews)
"I love this place"
United States
Sirikhwan
The price is ₩456,083
₩521,082 total
includes taxes & fees
Sep 21 - Sep 22
Silver Sands Motel & Beach Bungalows

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
6.6 km from Montclair Colony
9.0 out of 10, Wonderful, (290 reviews)
"Great place!"
United States
Christine
The price is ₩396,476
₩574,073 total
includes taxes & fees
Sep 27 - Sep 28
Cliffside Resort Condominiums
A cozy living room with a wooden floor, a round dining table, a sofa, and a bookshelf.

14. 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 ₩467,289
₩588,756 total
includes taxes & fees
Oct 5 - Oct 6
Oyster Estate
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, (1,006 reviews)
"Everything was excellent!!!"
United States
DONNA
The price is ₩263,869
₩326,885 total
includes taxes & fees
Sep 13 - Sep 14
Water's Edge Resort & Spa
A spacious room with wicker furniture, large windows, and a view of the sea.

16. Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.4 out of 10, Very Good, (712 reviews)
"Great one night stay."
United States
Irene
The price is ₩397,361
₩570,407 total
includes taxes & fees
Sep 28 - Sep 29
Sound View Greenport
A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.

17. 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, (1,005 reviews)
"Staff was beyond amazing and the hotel was perfect! Rooms comfy and bathroom a great size!"
United States
Veronica
The price is ₩288,002
₩329,043 total
includes taxes & fees
Sep 9 - Sep 10
Hyatt Place Long Island East End
A two-story motel with a symmetrical facade, multiple windows, and a parking lot in front.

18. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
27.9 km from Montclair Colony
6.4 out of 10, (252 reviews)
"The Lamplighter is the place I always stay at when I am in this section of Connecticut. It has Clean Rooms, Comfortable Beds, Good Working Air-conditioning, plenty of Hot Water for the Shower, a Low Price, Friendly Staff, Microwaves and Refrigerators, close to the Highway, walking distance to a Great Restaurant ( the Log Cabin). I'm already looking forward to my Return."
United States
Steven
The price is ₩93,730
₩107,789 total
includes taxes & fees
Sep 21 - Sep 22
Lamplighter Motel - Clinton, Connecticut
A living room with a stone fireplace, grey sofas, and a coffee table.

19. The Captain Stannard

The Captain Stannard
3.0 star property
27.4 km from Montclair Colony
9.8 out of 10, Exceptional, (282 reviews)
"Had a great stay. Everything was fantastic."
United States
Deborah
The price is ₩317,756
₩352,710 total
includes taxes & fees
Sep 7 - Sep 8
The Captain Stannard
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

20. The Menhaden

The Menhaden
3.5 star property
5.9 km from Montclair Colony
9.6 out of 10, Exceptional, (190 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is ₩536,731
₩667,545 total
includes taxes & fees
Sep 13 - Sep 14
The Menhaden
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 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 Sunset Beach and Crescent Beach.

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

Coecles Harbor

When in Coecles Harbor, you can plan a visit to Shelter Island Historical Society and Mashomack Preserve, 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 Greenport Carousel and Greenport Harbor Brewing Company 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

Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"The property was beautiful. We can’t wait to go back!"
Jessica 1-night trip
Posted 4 hours ago
Hampton's Vacation Inn

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.