Default HTG hotel image

Find hotels in Montclair Colony, Shelter Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

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, (192 reviews)
"We loved our stay at Silver Sands! It was off season, so very quiet."
United States
Michael
The price is ₩295,493
₩337,614 total
includes taxes & fees
Dec 2 - Dec 3
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, (689 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
The price is ₩294,316
₩336,258 total
includes taxes & fees
Nov 12 - Nov 13
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, (78 reviews)
"We enjoyed our stay!"
Australia
Nicholas
The price is ₩242,976
₩277,599 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, (350 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is ₩249,141
₩318,223 total
includes taxes & fees
Nov 12 - Nov 13
The Shoals Suites and Slips
A spacious room with wicker furniture, large windows, and a view of the sea.

5. Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.4 out of 10, Very good, (768 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is ₩227,194
₩297,930 total
includes taxes & fees
Dec 10 - Dec 11
Sound View Greenport
The entrance to The Harbor Front Inn with a double door and the address number 209.

6. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
9.0 out of 10, Wonderful, (675 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is ₩199,793
₩266,623 total
includes taxes & fees
Nov 29 - Nov 30
The Harbor Front Inn
A two-story house with a balcony, outdoor seating area, and a variety of plants.

7. Zey Hotel

Zey Hotel
3.5 star property
6.1 km from Montclair Colony
9.2 out of 10, Wonderful, (447 reviews)
"Great place to stay for a walkable visit to Greenport NY. Comfy bed, great rooms for hanging out, close to everything."
United States
JoAnn
The price is ₩217,590
₩248,597 total
includes taxes & fees
Nov 20 - Nov 21
Zey Hotel
A sign for 'House on Chase Creek' with a view of a lake and trees in the background.

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 ₩248,295
₩283,674 total
includes taxes & fees
Nov 16 - Nov 17
House on Chase Creek
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

9. The Menhaden

The Menhaden
3.5 star property
5.9 km from Montclair Colony
9.6 out of 10, Exceptional, (197 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 ₩341,590
₩450,708 total
includes taxes & fees
Dec 10 - Dec 11
The Menhaden
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, (302 reviews)
"convenient location, clean & updated room. great stay :)"
United States
Jacqueline
The price is ₩241,768
₩304,614 total
includes taxes & fees
Nov 12 - Nov 13
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, (321 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is ₩417,048
₩524,117 total
includes taxes & fees
Dec 7 - Dec 8
Faraway Sag Harbor
A balcony with a view of the ocean, a lawn, and a house in the background.

12. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
6.6 km from Montclair Colony
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is ₩258,152
₩444,042 total
includes taxes & fees
Nov 26 - Nov 27
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, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is ₩431,554
₩493,049 total
includes taxes & fees
Nov 20 - Nov 21
North Fork Resort
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 ₩336,862
₩438,579 total
includes taxes & fees
Nov 12 - Nov 13
American Beech Hotel
A two-story white house with a porch and an American flag.

15. Seven - A Resort Style Inn

Seven - A Resort Style Inn
2.0 star property
2.8 km from Montclair Colony
The price is ₩511,337
₩584,202 total
includes taxes & fees
Nov 25 - Nov 26
Seven - A Resort Style Inn
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, (165 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
The price is ₩840,140
₩964,560 total
includes taxes & fees
Nov 12 - Nov 13
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, (107 reviews)
"We loved this place! Gorgeous, well-appointed, clean, charming, staff friendly and helpful."
United States
Annabel
The price is ₩397,707
₩454,374 total
includes taxes & fees
Nov 25 - Nov 26
A Room At The Beach
A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

18. 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 ₩401,602
₩458,834 total
includes taxes & fees
Dec 7 - Dec 8
Bridgehampton Inn
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

19. 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, (1,009 reviews)
"Beautiful setting, good food, friendly staff. Will definitely stay again"
United States
cynthia
The price is ₩178,954
₩228,967 total
includes taxes & fees
Dec 8 - Dec 9
Water's Edge Resort & Spa
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, (353 reviews)
"The room was spacious and clean and the balcony was lovely. Would love to return at a different time of the year when the grounds could be better appreciated. It is in a great location between East Hampton and Amagansett with plenty of dining options."
United States
Frederica
The price is ₩186,468
₩249,578 total
includes taxes & fees
Nov 16 - Nov 17
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
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
192 reviews
View
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
Sag Harbor Inn
3.5 star property
9.4
Exceptional
689 reviews
View
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.
The Menhaden
3.5 star property
9.6
Exceptional
197 reviews
View
A sign for 'House on Chase Creek' with a view of a lake and trees in the background.
House on Chase Creek
2.5 star property
9.4
Exceptional
87 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
350 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

Sag Harbor Inn

Sag Harbor Inn

8/10 Good
"The Hotel was just about empty and I thought they could have given us a room with an water view."
Wayne 2-night trip
Posted 16 hours ago
Sag Harbor 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.