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Check prices for these dates

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

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Our top choices for Montclair Colony hotels

An outdoor patio area with string lights, tables, chairs, and a fire pit.

1. 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
The price is £155
includes taxes & fees
25 Nov - 26 Nov
The Chequit
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, (676 reviews)
"Clean and comfortable room. Great location to walk around town. Nice continental breakfast."
United States
Jessika
The price is £138
includes taxes & fees
13 Dec - 14 Dec
The Harbor Front Inn
A wooden pathway leading to beach chairs and umbrellas, surrounded by lush greenery and a view of the sea.

3. 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, (192 reviews)
"Amazing place to stay with a great location. We will definitely be back!"
United States
Kathleen
The price is £178
includes taxes & fees
1 Dec - 2 Dec
Silver Sands Motel & Beach Bungalows
A two-story house with a balcony, outdoor seating area, and a variety of plants.

4. Zey Hotel

Zey Hotel
3.5 star property
3.8 mi from Montclair Colony
9.2 out of 10, Wonderful, (449 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 £135
includes taxes & fees
14 Dec - 15 Dec
Zey Hotel
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

5. 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, (351 reviews)
"The shoals was a perfect place for our north fork adventures. The staff was very friendly and extremely accommodating! The location was beautiful and very relaxing."
United States
William
The price is £179
includes taxes & fees
15 Nov - 16 Nov
The Shoals Suites and Slips
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, (768 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is £150
includes taxes & fees
14 Dec - 15 Dec
Sound View Greenport
A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.

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
The price is £159
includes taxes & fees
16 Nov - 17 Nov
House on Chase Creek
A waterfront property with a large house, multiple boats docked, and lush greenery.

8. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
4.2 mi 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 £189
includes taxes & fees
16 Nov - 17 Nov
Sag Harbor Inn
A cozy interior with a bar area, seating, and a fireplace.

9. 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
The price is £171
includes taxes & fees
3 Dec - 4 Dec
Oyster Estate
A balcony with a view of the ocean, a lawn, and a house in the background.

10. 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
The price is £249
includes taxes & fees
26 Nov - 27 Nov
Cliffside Resort Condominiums
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
4.3 mi from Montclair Colony
9.0 out of 10, Wonderful, (321 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is £288
includes taxes & fees
14 Dec - 15 Dec
Faraway Sag Harbor
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
3.8 mi from Montclair Colony
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is £236
includes taxes & fees
16 Nov - 17 Nov
American Beech Hotel
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.

13. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
12.4 mi from Montclair Colony
9.6 out of 10, Exceptional, (619 reviews)
"great spot to stay,"
United States
Armando
The price is £102
includes taxes & fees
22 Nov - 23 Nov
The Bentley Hotel Southampton
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

14. The Menhaden

The Menhaden
3.5 star property
3.6 mi 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 £253
includes taxes & fees
13 Dec - 14 Dec
The Menhaden
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
1.7 mi from Montclair Colony
The price is £314
includes taxes & fees
20 Nov - 21 Nov
Seven - A Resort Style Inn
A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.

16. Shorewood Inn

Shorewood Inn
2.5 star property
14.4 mi from Montclair Colony
8.4 out of 10, Very good, (847 reviews)
"Beautiful hotel vintage"
United States
Dennis
The price is £80
includes taxes & fees
15 Nov - 16 Nov
Shorewood Inn
A modern house with a deck, outdoor seating, and a fire pit.

17. 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
The price is £268
includes taxes & fees
15 Nov - 16 Nov
North Fork Resort
Living area

18. East Hampton House Resort

East Hampton House Resort
3.0 star property
11 mi from Montclair Colony
9.0 out of 10, Wonderful, (354 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 £140
includes taxes & fees
16 Nov - 17 Nov
East Hampton House Resort
A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

19. The Atlantic Hotel

The Atlantic Hotel
2.5 star property
12 mi from Montclair Colony
7.2 out of 10, Good, (1,000 reviews)
"Lots of parking, rooms were clean and smelt nice"
United States
miranda
The price is £108
includes taxes & fees
2 Dec - 3 Dec
The Atlantic Hotel
A kitchen with a central island, two wicker chairs, and a bar area with glasses.

20. The Maidstone

The Maidstone
4.0 star property
10.4 mi from Montclair Colony
8.2 out of 10, Very good, (182 reviews)
"lovely hotel - would stay again but would ask for a back room as the noise from the very busy road is constant. Otherwise awesome amenities, loved that you had a ghd hairdryer and straighteners. Every where smelt divine! Breakfast was lovely and a decent coffee."
Australia
Clara
The price is £182
includes taxes & fees
22 Nov - 23 Nov
The Maidstone
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 wooden pathway leading to beach chairs and umbrellas, surrounded by lush greenery and a view of the sea.
Silver Sands Motel & Beach Bungalows
4.0 star property
10.0
Exceptional
192 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
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 conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.
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
351 reviews
View

Where to stay in Montclair Colony

Find the best Montclair Colony areas for the activities you enjoy most.
A beach with a wooden sign that reads "Please take off your shoes!"

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like 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 may 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

While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Mashomack Preserve are some notable places to visit nearby.

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

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 Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Wades Beach and Shell Beach.

Top Montclair Colony Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"It was a lovely property and close to stores and places to eat."
ERIKA 2-night trip
Posted 1 hour ago
Water's Edge Resort & Spa

Frequently asked questions

What other neighbourhoods are similar to Montclair Colony?
While Montclair Colony offers a great experience, other neighbourhoods that share a similar appeal for quality and convenience are Greenwich Village and the Upper West Side in Manhattan.

Greenwich Village offers a comparable blend of historic charm and independent spirit. Its tree-lined streets, like Bleecker Street and MacDougal Street, are home to a mix of upscale boutiques, jazz clubs, and popular restaurants. The neighbourhood is known for its artistic heritage and Washington Square Park serves as a central gathering point. This area is particularly well-suited for couples who appreciate a neighbourhood with a distinct character and plenty of options for dining and entertainment within walking distance.

The Upper West Side provides a more refined, family-friendly atmosphere while still offering excellent amenities. It's characterised by elegant brownstones, wide avenues, and its proximity to both Central Park and Riverside Park. Broadway and Amsterdam Avenue are key thoroughfares with a good selection of shops, grocery stores, and eateries.
When is the best time to go to Montclair Colony?
The best time to go to Montclair Colony is during the summer months, from June to August, when the weather is warm and all the outdoor activities are fully available.

Summer in Montclair Colony is ideal for couples and families alike, offering a wide range of outdoor pursuits. You can enjoy hiking and mountain biking on the numerous trails, spend time on Lake Placid with boating and swimming, or explore the quaint shops and cafes along Main Street. The long daylight hours allow for extended enjoyment of the natural beauty and recreational opportunities.

If you're seeking a quieter experience with beautiful scenery, the autumn months of September and October are also excellent. The foliage turns vibrant shades of red and gold, creating stunning landscapes great for scenic drives and photography.
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?
Hotel prices in Montclair Colony often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.