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Find hotels in Montclair Colony, Shelter Island

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Nov 13 - Nov 15
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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
3.4 mi from Montclair Colony
10.0 out of 10, Exceptional, (189 reviews)
"Nicely renovated and enjoyable."
United States
Becky
$189 nightly
The price is $216
Dec 10 - Dec 11
Total with taxes and fees
Silver Sands Motel & Beach Bungalows
The entrance to The Harbor Front Inn with a double door and the address number 209.

2. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
3.6 mi 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
$159 nightly
The price is $182
Nov 15 - Nov 16
Total with taxes and fees
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.

3. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
3.4 mi from Montclair Colony
9.4 out of 10, Exceptional, (350 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
$210 nightly
The price is $237
Nov 23 - Nov 24
Total with taxes and fees
The Shoals Suites and Slips
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

4. The Chequit

The Chequit
3.0 star property
2.4 mi from Montclair Colony
9.0 out of 10, Wonderful, (78 reviews)
"We enjoyed our stay!"
Australia
Nicholas
$166 nightly
The price is $190
Nov 22 - Nov 23
Total with taxes and fees
The Chequit
A two-story house with a balcony, outdoor seating area, and a variety of plants.

5. Zey Hotel

Zey Hotel
3.5 star property
3.8 mi from Montclair Colony
9.2 out of 10, Wonderful, (446 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
$152 nightly
The price is $174
Nov 23 - Nov 24
Total with taxes and fees
Zey Hotel
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
4.1 mi from Montclair Colony
8.4 out of 10, Very good, (767 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
$194 nightly
The price is $222
Nov 11 - Nov 12
Total with taxes and fees
Sound View Greenport
A sign for 'House on Chase Creek' with a view of a lake and trees in the background.

7. House on Chase Creek

House on Chase Creek
2.5 star property
2.2 mi 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
$185 nightly
The price is $211
Nov 10 - Nov 11
Total with taxes and fees
House on Chase Creek
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

8. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
4.2 mi from Montclair Colony
9.4 out of 10, Exceptional, (687 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
$219 nightly
The price is $250
Nov 10 - Nov 11
Total with taxes and fees
Sag Harbor Inn
A balcony with a view of the ocean, a lawn, and a house in the background.

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
4.1 mi from Montclair Colony
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
$269 nightly
The price is $307
Nov 30 - Dec 1
Total with taxes and fees
Cliffside Resort Condominiums
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

10. The Menhaden

The Menhaden
3.5 star property
3.6 mi from Montclair Colony
9.6 out of 10, Exceptional, (196 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
$285 nightly
The price is $326
Dec 8 - Dec 9
Total with taxes and fees
The Menhaden
A cozy interior with a bar area, seating, and a fireplace.

11. Oyster Estate

Oyster Estate
4.0 star property
3.7 mi from Montclair Colony
9.2 out of 10, Wonderful, (302 reviews)
"convenient location, clean & updated room. great stay :)"
United States
Jacqueline
$225 nightly
The price is $257
Dec 10 - Dec 11
Total with taxes and fees
Oyster Estate
A pool area with umbrellas, potted plants, and a pathway leading to a building.

12. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
4.3 mi from Montclair Colony
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
$356 nightly
The price is $407
Dec 6 - Dec 7
Total with taxes and fees
Faraway Sag Harbor
A two-story white house with a porch and an American flag.

13. Seven - A Resort Style Inn

Seven - A Resort Style Inn
2.0 star property
1.7 mi from Montclair Colony
$389 nightly
The price is $445
Nov 26 - Nov 27
Total with taxes and fees
Seven - A Resort Style Inn
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
3.8 mi from Montclair Colony
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
$286 nightly
The price is $327
Nov 12 - Nov 13
Total with taxes and fees
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
4.1 mi from Montclair Colony
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
$303 nightly
The price is $347
Nov 10 - Nov 11
Total with taxes and fees
North Fork Resort
Living area

16. East Hampton House Resort

East Hampton House Resort
3.0 star property
11 mi 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
$168 nightly
The price is $192
Nov 23 - Nov 24
Total with taxes and fees
East Hampton House Resort
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

17. The Sagaponack

The Sagaponack
3.0 star property
8.6 mi from Montclair Colony
8.8 out of 10, Excellent, (296 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
$241 nightly
The price is $275
Nov 15 - Nov 16
Total with taxes and fees
The Sagaponack
A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

18. Shorewood Inn

Shorewood Inn
2.5 star property
14.4 mi from Montclair Colony
8.4 out of 10, Very good, (845 reviews)
"Beautiful hotel vintage"
United States
Dennis
$93 nightly
The price is $106
Nov 23 - Nov 24
Total with taxes and fees
Shorewood Inn
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

19. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
12.4 mi from Montclair Colony
9.6 out of 10, Exceptional, (615 reviews)
"great spot to stay,"
United States
Armando
$137 nightly
The price is $156
Nov 11 - Nov 12
Total with taxes and fees
The Bentley Hotel Southampton
A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

20. Bridgehampton Inn

Bridgehampton Inn
3.5 star property
8.2 mi from Montclair Colony
9.4 out of 10, Exceptional, (232 reviews)
"Wonderful staff - excellent food and service"
United States
Cori
$299 nightly
The price is $342
Nov 10 - Nov 11
Total with taxes and fees
Bridgehampton Inn
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 beachside outdoor seating area with white Adirondack chairs and a fire pit.
Silver Sands Motel & Beach Bungalows
4.0 star property
10.0
Exceptional
189 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
687 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
196 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

Hotels recommended for families in Montclair Colony

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

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (189)
$189 nightly
The price is $216
Dec 10 - Dec 11
Total with taxes and fees
Silver Sands Motel & Beach Bungalows

Where to stay in Montclair Colony

Find the best Montclair Colony areas and neighborhoods for the activities you enjoy most. Learn more about Montclair Colony
Learn more about Montclair Colony
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
"Would recommend this hotel"
Marlene 2-night trip
Posted 6 hours ago
Hyatt Place Long Island East End

Frequently asked questions

When is the best time to go to Montclair Colony?
The best time to visit Montclair Colony is during the spring (late April to early June) and fall (September to October) for pleasant weather and fewer crowds.

Spring brings blooming flowers and comfortable temperatures, ideal for exploring the outdoor attractions and enjoying the scenic beauty without the summer heat. Many local shops and cafes are open, offering a relaxed experience before the peak tourist season. This period is particularly good for couples looking for a quiet getaway.

Fall offers crisp air, stunning foliage, and a variety of seasonal events like harvest festivals. The weather is still mild enough for outdoor activities, and the vibrant colors of the trees make for beautiful drives and walks.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Montclair Colony.
How much is the nightly rate at a Montclair Colony hotel?
Prices for hotels in Montclair Colony often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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