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Hotels in Montclair Colony, Shelter Island

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Our top choices for Montclair Colony hotels

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, (189 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is CA $274
CA $313 total
includes taxes & fees
Dec 10 - Dec 11
Silver Sands Motel & Beach Bungalows

2. 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 CA $193
CA $261 total
includes taxes & fees
Nov 15 - Nov 16
The Harbor Front Inn

3. 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 CA $262
CA $335 total
includes taxes & fees
Nov 10 - Nov 11
The Shoals Suites and Slips

4. Zey Hotel

Zey Hotel
3.5 star property
6.1 km from Montclair Colony
9.2 out of 10, Wonderful, (446 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is CA $192
CA $220 total
includes taxes & fees
Nov 17 - Nov 18
Zey Hotel

5. Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.4 out of 10, Very good, (767 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is CA $215
CA $286 total
includes taxes & fees
Nov 23 - Nov 24
Sound View Greenport

6. 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 CA $256
CA $292 total
includes taxes & fees
Nov 19 - Nov 20
The Chequit

7. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
6.7 km 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
The price is CA $309
CA $353 total
includes taxes & fees
Nov 10 - Nov 11
Sag Harbor Inn

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 CA $261
CA $298 total
includes taxes & fees
Nov 10 - Nov 11
House on Chase Creek

9. 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 CA $271
CA $467 total
includes taxes & fees
Nov 26 - Nov 27
Cliffside Resort Condominiums

10. The Menhaden

The Menhaden
3.5 star property
5.9 km 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
The price is CA $347
CA $460 total
includes taxes & fees
Dec 8 - Dec 9
The Menhaden

11. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
6.9 km from Montclair Colony
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is CA $458
CA $575 total
includes taxes & fees
Dec 6 - Dec 7
Faraway Sag Harbor

12. 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 CA $266
CA $335 total
includes taxes & fees
Nov 15 - Nov 16
Oyster Estate

13. Seven - A Resort Style Inn

Seven - A Resort Style Inn
2.0 star property
2.8 km from Montclair Colony
The price is CA $562
CA $642 total
includes taxes & fees
Nov 26 - Nov 27
Seven - A Resort Style Inn

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 CA $354
CA $461 total
includes taxes & fees
Nov 10 - Nov 11
American Beech Hotel

15. 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 CA $440
CA $503 total
includes taxes & fees
Nov 10 - Nov 11
North Fork Resort

16. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
19.9 km from Montclair Colony
9.6 out of 10, Exceptional, (615 reviews)
"great spot to stay,"
United States
Armando
The price is CA $193
CA $221 total
includes taxes & fees
Nov 11 - Nov 12
The Bentley Hotel Southampton

17. 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 CA $204
CA $272 total
includes taxes & fees
Nov 10 - Nov 11
East Hampton House Resort

18. Hamlet Inn

Hamlet Inn
2.0 star property
20.2 km from Montclair Colony
8.6 out of 10, Excellent, (518 reviews)
"You can't find a nicer owner, or a more laid back conveniently located spot"
United States
Eric
The price is CA $151
CA $196 total
includes taxes & fees
Nov 10 - Nov 11
Hamlet Inn

19. Shorewood Inn

Shorewood Inn
2.5 star property
23.2 km from Montclair Colony
8.4 out of 10, Very good, (845 reviews)
"Beautiful hotel vintage"
United States
Dennis
The price is CA $132
CA $150 total
includes taxes & fees
Nov 10 - Nov 11
Shorewood Inn

20. The Sagaponack

The Sagaponack
3.0 star property
13.8 km 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
The price is CA $291
CA $389 total
includes taxes & fees
Nov 15 - Nov 16
The Sagaponack
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.

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

Where to stay in Montclair Colony

Find the best Montclair Colony areas and neighborhoods for the activities you enjoy most.

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.

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.

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.

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.

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

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?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Montclair Colony hotel for you.
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.

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