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Oct 30 - Nov 1
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Nov 6 - Nov 8

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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, (681 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is ￥34,355
￥39,250 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
A lakeside patio with outdoor seating and a view of the water.

2. 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, (182 reviews)
"Everything was immaculate and staff were fantastic. Lots of small details that made the stay especially lovely."
United States
Gaurav
The price is ￥37,335
￥42,656 total
includes taxes & fees
Nov 1 - Nov 2
Silver Sands Motel & Beach Bungalows
The entrance to The Harbor Front Inn with a double door and the address number 209.

3. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
9.0 out of 10, Wonderful, (668 reviews)
"Great hotel with friendly staff, clean and comfortable rooms, and excellent service — I really enjoyed my stay!"
United States
Antrii
The price is ￥22,978
￥30,731 total
includes taxes & fees
Nov 22 - Nov 23
The Harbor Front Inn
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

4. 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, (348 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is ￥27,827
￥35,714 total
includes taxes & fees
Oct 27 - Oct 28
The Shoals Suites and Slips
A two-story house with a balcony, outdoor seating area, and a variety of plants.

5. Zey Hotel

Zey Hotel
3.5 star property
6.1 km from Montclair Colony
9.2 out of 10, Wonderful, (438 reviews)
"We had a great experience at the Zey Hotel. Our room was perfect with a cute balcony we could use. The staff was extremely helpful & welcoming. Will definitely stay again!"
United States
sacha
The price is ￥22,109
￥25,259 total
includes taxes & fees
Oct 29 - Oct 30
Zey Hotel
Front of property - evening/night

6. 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)
"What a beautiful hotel , clean , quiet , charming . We had a dip in the pool and enjoyed the coffee before we took ferry to sag harbor . The staff was amazing and very helpful throughout our stay. Highly recommended!"
United States
Kate
The price is ￥53,218
￥60,801 total
includes taxes & fees
Oct 31 - Nov 1
Shelter Island House
A spacious room with wicker furniture, large windows, and a view of the sea.

7. Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.4 out of 10, Very good, (762 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is ￥25,276
￥33,358 total
includes taxes & fees
Nov 22 - Nov 23
Sound View Greenport
A serene landscape with a calm body of water reflecting trees with autumn foliage.

8. House on Chase Creek

House on Chase Creek
2.5 star property
3.5 km from Montclair Colony
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is ￥28,999
￥33,131 total
includes taxes & fees
Nov 2 - Nov 3
House on Chase Creek
An outdoor patio area with string lights, tables, chairs, and a fire pit.

9. The Chequit

The Chequit
3.0 star property
3.8 km from Montclair Colony
9.0 out of 10, Wonderful, (73 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is ￥26,833
￥30,657 total
includes taxes & fees
Nov 1 - Nov 2
The Chequit
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

10. The Menhaden

The Menhaden
3.5 star property
5.9 km from Montclair Colony
9.6 out of 10, Exceptional, (193 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is ￥51,595
￥65,222 total
includes taxes & fees
Nov 8 - Nov 9
The Menhaden
A cozy interior with a bar area, seating, and a fireplace.

11. Oyster Estate

Oyster Estate
4.0 star property
5.9 km from Montclair Colony
9.2 out of 10, Wonderful, (300 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is ￥35,296
￥44,471 total
includes taxes & fees
Oct 27 - Oct 28
Oyster Estate
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

12. American Beech Hotel

American Beech Hotel
3.5 star property
6.1 km from Montclair Colony
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is ￥39,343
￥51,223 total
includes taxes & fees
Oct 27 - Oct 28
American Beech Hotel
A pool area with umbrellas, potted plants, and a pathway leading to a building.

13. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
6.9 km from Montclair Colony
9.0 out of 10, Wonderful, (318 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is ￥55,061
￥69,198 total
includes taxes & fees
Nov 22 - Nov 23
Faraway Sag Harbor
A modern house with a deck, outdoor seating, and a fire pit.

14. North Fork Resort

North Fork Resort
3.0 star property
6.6 km from Montclair Colony
9.6 out of 10, Exceptional, (70 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is ￥48,723
￥55,666 total
includes taxes & fees
Oct 27 - Oct 28
North Fork Resort
A balcony with a view of the ocean, a lawn, and a house in the background.

15. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
6.6 km from Montclair Colony
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is ￥26,514
￥47,696 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

16. A Room At The Beach

A Room At The Beach
3.0 star property
13.1 km from Montclair Colony
9.2 out of 10, Wonderful, (104 reviews)
"Best place I’ve stayed in a while. Incredibly quiet and serene, an amazing sauna, door in the shower for indoor/outdoor space, and beautiful property. The staff were so kind. I left another place to stay here hoping for a better nights sleep and some rest and they delivered above and beyond. I’d definitely come back!"
United States
Samantha
The price is ￥46,449
￥53,067 total
includes taxes & fees
Oct 27 - Oct 28
A Room At The Beach
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

17. Topping Rose House

Topping Rose House
4.5 star property
13.1 km from Montclair Colony
9.0 out of 10, Wonderful, (164 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
The price is ￥92,236
￥105,928 total
includes taxes & fees
Oct 27 - Oct 28
Topping Rose House
A dining area with a fireplace, bookshelves, and a view of the bar area.

18. Bridgehampton Inn

Bridgehampton Inn
3.5 star property
13.2 km from Montclair Colony
9.4 out of 10, Exceptional, (230 reviews)
"Wonderful staff - excellent food and service"
United States
Cori
The price is ￥46,904
￥53,588 total
includes taxes & fees
Oct 27 - Oct 28
Bridgehampton Inn
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

19. The Sagaponack

The Sagaponack
3.0 star property
13.8 km from Montclair Colony
8.8 out of 10, Excellent, (294 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is ￥29,913
￥40,447 total
includes taxes & fees
Nov 25 - Nov 26
The Sagaponack
Living area

20. East Hampton House Resort

East Hampton House Resort
3.0 star property
17.6 km from Montclair Colony
9.0 out of 10, Wonderful, (349 reviews)
"the place is great. the location was excellent for the film festival. The room itself was very roomy clean cute little balcony. I will book it again for the festival."
United States
Tina
The price is ￥22,677
￥30,172 total
includes taxes & fees
Nov 2 - Nov 3
East Hampton House Resort
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

Compare popular hotels in Montclair Colony

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A lakeside patio with outdoor seating and a view of the water.
Silver Sands Motel & Beach Bungalows
4.0 star property
10.0
Exceptional
182 reviews
View
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
The Shoals Suites and Slips
3.5 star property
9.4
Exceptional
348 reviews
View
A waterfront property with a large house, multiple boats docked, and lush greenery.
Sag Harbor Inn
3.5 star property
9.4
Exceptional
681 reviews
View
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.
The Menhaden
3.5 star property
9.6
Exceptional
193 reviews
View
A serene landscape with a calm body of water reflecting trees with autumn foliage.
House on Chase Creek
2.5 star property
9.4
Exceptional
87 reviews
View

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 Wades Beach and Shelter Island Historical Society.

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 Shell 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 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 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 Shell Beach.

Top Montclair Colony Hotel Reviews

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

8/10 Good
"This is a great place to stay. Is it older? Sure. But the rooms are great. The breakfast was hot and ready at 0700. The staff was incredibly kind. Plenty of parking. And extremely close to several Shoreline towns. Would absolutely recommend this hotel."
MaryAnn 2-night trip
Posted 5 hours ago
Quality Inn Old Saybrook - Westbrook

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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