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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 beachside outdoor seating area with white Adirondack chairs and a fire pit.

1. 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, (186 reviews)
"Everything was immaculate and staff were fantastic. Lots of small details that made the stay especially lovely."
United States
Gaurav
The price is ₩371,162
₩424,053 total
includes taxes & fees
Nov 4 - Nov 5
Silver Sands Motel & Beach Bungalows
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

2. 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 ₩290,302
₩331,671 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

3. The Chequit

The Chequit
3.0 star property
3.8 km from Montclair Colony
9.0 out of 10, Wonderful, (74 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is ₩240,156
₩274,378 total
includes taxes & fees
Nov 19 - Nov 20
The Chequit
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, (349 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is ₩218,768
₩283,131 total
includes taxes & fees
Nov 10 - Nov 11
The Shoals Suites and Slips
The entrance to The Harbor Front Inn with a double door and the address number 209.

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, (669 reviews)
"Great hotel with friendly staff, clean and comfortable rooms, and excellent service — I really enjoyed my stay!"
United States
Antrii
The price is ₩189,974
₩254,958 total
includes taxes & fees
Nov 16 - Nov 17
The Harbor Front Inn
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 ₩450,375
₩514,549 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 ₩202,410
₩269,168 total
includes taxes & fees
Nov 11 - Nov 12
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 ₩245,047
₩279,963 total
includes taxes & fees
Nov 2 - Nov 3
House on Chase Creek
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, (440 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is ₩214,744
₩245,345 total
includes taxes & fees
Oct 29 - Oct 30
Zey Hotel
A cozy interior with a bar area, seating, and a fireplace.

10. 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 ₩280,360
₩353,239 total
includes taxes & fees
Oct 29 - Oct 30
Oyster Estate
A pool area with umbrellas, potted plants, and a pathway leading to a building.

11. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
6.9 km from Montclair Colony
9.0 out of 10, Wonderful, (319 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is ₩423,523
₩532,258 total
includes taxes & fees
Nov 16 - Nov 17
Faraway Sag Harbor
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

12. The Menhaden

The Menhaden
3.5 star property
5.9 km from Montclair Colony
9.6 out of 10, Exceptional, (194 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 ₩436,634
₩551,959 total
includes taxes & fees
Nov 8 - Nov 9
The Menhaden
A balcony with a view of the ocean, a lawn, and a house in the background.

13. 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 ₩224,384
₩403,644 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums
A modern interior with a central water feature, shelves with products, and a clothing rack.

14. 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 ₩332,455
₩432,841 total
includes taxes & fees
Nov 5 - Nov 6
American Beech Hotel
A modern house with a deck, outdoor seating, and a fire pit.

15. North Fork Resort

North Fork Resort
3.0 star property
6.6 km from Montclair Colony
9.6 out of 10, Exceptional, (71 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is ₩425,909
₩486,600 total
includes taxes & fees
Nov 3 - Nov 4
North Fork Resort
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

16. 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 ₩829,150
₩951,946 total
includes taxes & fees
Oct 29 - Oct 30
Topping Rose House
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

17. 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)
"We loved this place! Gorgeous, well-appointed, clean, charming, staff friendly and helpful."
United States
Annabel
The price is ₩393,091
₩449,101 total
includes taxes & fees
Oct 29 - Oct 30
A Room At The Beach
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

18. The Sagaponack

The Sagaponack
3.0 star property
13.8 km from Montclair Colony
8.8 out of 10, Excellent, (295 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is ₩257,242
₩346,904 total
includes taxes & fees
Nov 1 - Nov 2
The Sagaponack
A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

19. Bridgehampton Inn

Bridgehampton Inn
3.5 star property
13.2 km from Montclair Colony
9.4 out of 10, Exceptional, (232 reviews)
"Wonderful staff - excellent food and service"
United States
Cori
The price is ₩396,940
₩453,507 total
includes taxes & fees
Oct 29 - Oct 30
Bridgehampton Inn
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

20. 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, (1,011 reviews)
"Beautiful setting, good food, friendly staff. Will definitely stay again"
United States
cynthia
The price is ₩236,865
₩295,295 total
includes taxes & fees
Nov 1 - Nov 2
Water's Edge Resort & Spa
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
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A beachside outdoor seating area with white Adirondack chairs and a fire pit.
Silver Sands Motel & Beach Bungalows
4.0 star property
10.0
Exceptional
186 reviews
View
The entrance to The Harbor Front Inn with a double door and the address number 209.
The Harbor Front Inn
3.5 star property
9.0
Wonderful
669 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
349 reviews
View
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
The Chequit
3.0 star property
9.0
Wonderful
74 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

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Great location, great service."
Julian 1-night trip
Posted 4 hours ago
Hyatt Place Long Island East End

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.