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Sep 25 - Sep 27
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Oct 2 - Oct 4

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Our top choices for Montclair Colony hotels

A waterfront property with a large house, multiple boats docked, and lush greenery.

1. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
6.7 km from Montclair Colony
9.4 out of 10, Exceptional, (668 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is ￥50,968
￥58,231 total
includes taxes & fees
Oct 5 - Oct 6
Sag Harbor Inn
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

2. 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, (342 reviews)
"Loved everything about our stay!"
United States
Melissa
The price is ￥31,778
￥40,243 total
includes taxes & fees
Oct 1 - Oct 2
The Shoals Suites and Slips
A two-story house with a balcony, outdoor seating area, and a variety of plants.

3. Zey Hotel

Zey Hotel
3.5 star property
6.1 km from Montclair Colony
9.2 out of 10, Wonderful, (408 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is ￥26,569
￥30,355 total
includes taxes & fees
Sep 27 - Sep 28
Zey Hotel
An outdoor patio area with string lights, tables, chairs, and a fire pit.

4. The Chequit

The Chequit
3.0 star property
3.8 km from Montclair Colony
9.2 out of 10, Wonderful, (62 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
The price is ￥29,985
￥34,257 total
includes taxes & fees
Oct 7 - Oct 8
The Chequit

5. Shelter Island House

Shelter Island House
3.5 star property
2.7 km from Montclair Colony
8.4 out of 10, Very good, (66 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 ￥31,659
￥36,169 total
includes taxes & fees
Oct 5 - Oct 6
Shelter Island House
A spacious room with wicker furniture, large windows, and a view of the sea.

6. Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.4 out of 10, Very good, (736 reviews)
"Great one night stay."
United States
Irene
The price is ￥38,503
￥48,487 total
includes taxes & fees
Oct 21 - Oct 22
Sound View Greenport
A bedroom with a bed, bedside tables, a lamp, a window, and a door.

7. 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 ￥49,361
￥56,396 total
includes taxes & fees
Oct 1 - Oct 2
West Neck Guesthouse
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.

8. 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, (170 reviews)
"Excellent stay. The room was clean and stylish. Can’t wait to come back"
United States
Sarah
The price is ￥43,495
￥49,692 total
includes taxes & fees
Oct 21 - Oct 22
Silver Sands Motel & Beach Bungalows
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

9. The Menhaden

The Menhaden
3.5 star property
5.9 km from Montclair Colony
9.6 out of 10, Exceptional, (191 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is ￥52,513
￥66,293 total
includes taxes & fees
Sep 29 - Sep 30
The Menhaden
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

10. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
9.0 out of 10, Wonderful, (659 reviews)
"Great location"
United States
Jordan
The price is ￥37,267
￥47,075 total
includes taxes & fees
Oct 21 - Oct 22
The Harbor Front Inn
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 ￥33,866
￥38,692 total
includes taxes & fees
Oct 5 - Oct 6
House on Chase Creek

12. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
6.6 km from Montclair Colony
9.0 out of 10, Wonderful, (294 reviews)
"Great place!"
United States
Christine
The price is ￥45,746
￥69,734 total
includes taxes & fees
Sep 28 - Sep 29
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

13. North Fork Resort

North Fork Resort
3.0 star property
6.6 km from Montclair Colony
9.6 out of 10, Exceptional, (57 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is ￥45,091
￥51,517 total
includes taxes & fees
Oct 18 - Oct 19
North Fork Resort
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

14. American Beech Hotel

American Beech Hotel
3.5 star property
6.1 km from Montclair Colony
9.0 out of 10, Wonderful, (207 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is ￥37,631
￥49,293 total
includes taxes & fees
Sep 28 - Sep 29
American Beech Hotel
A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.

15. 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, (1,006 reviews)
"Enjoyed the stay, staff were friendly and pleasant the whole time, Breakfast was excellent!"
United States
Michael
The price is ￥15,912
￥18,299 total
includes taxes & fees
Oct 13 - Oct 14
Quality Inn Old Saybrook - Westbrook
A poolside area with lounge chairs and yellow umbrellas.

16. Oyster Estate

Oyster Estate
4.0 star property
5.9 km from Montclair Colony
9.2 out of 10, Wonderful, (291 reviews)
"Clean, great amenities, and friendly staff!"
United States
Elizabeth
The price is ￥46,271
￥58,299 total
includes taxes & fees
Oct 7 - Oct 8
Oyster Estate
A pool area with umbrellas, potted plants, and a pathway leading to a building.

17. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
6.9 km from Montclair Colony
9.0 out of 10, Wonderful, (308 reviews)
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
United States
Miguel
The price is ￥66,542
￥83,626 total
includes taxes & fees
Oct 5 - Oct 6
Faraway Sag Harbor
A parking lot with a building in the background.

18. Clinton Motel

Clinton Motel
2.5 star property
28.6 km from Montclair Colony
8.6 out of 10, Excellent, (336 reviews)
"Hotel was clean and the staff was pleasant. The pool was wonderful! I would stay there again."
United States
Selena
The price is ￥12,439
￥14,305 total
includes taxes & fees
Sep 24 - Sep 25
Clinton Motel
A sign for Pier Blue Guesthouse with a logo and name.

19. 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, (1,003 reviews)
"Nice room,"
United States
Russell
The price is ￥12,835
￥14,760 total
includes taxes & fees
Oct 19 - Oct 20
Pier Blue Inn Old Saybrook - Essex

20. Motel 6 Old Saybrook, CT

Motel 6 Old Saybrook, CT
2.0 star property
27.2 km from Montclair Colony
7.0 out of 10, Good, (940 reviews)
"We only stay for one day, we had a very clean room and the manager was so helpful and nice!!!"
United States
Carmen
The price is ￥12,439
￥14,734 total
includes taxes & fees
Sep 24 - Sep 25
Motel 6 Old Saybrook, CT
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 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 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 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 Wades Beach and Mashomack Preserve.

Top Montclair Colony Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"The staff at the Bistro Bar weren't very good. Also the drinks sub par. I ordered a gin and tonic, they served me soda water twice."
Linda 3-night trip
Posted 4 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.

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