The Best Hotels in Montclair Colony, Shelter Island - 2026 Updated Prices

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Compare popular hotels in Montclair Colony

Property	Property class	Guest rating
Silver Sands Motel & Beach Bungalows	4.0 star property	10.0 Exceptional 184 reviews	View
The Harbor Front Inn	3.5 star property	9.0 Wonderful 668 reviews	View
The Shoals Suites and Slips	3.5 star property	9.4 Exceptional 348 reviews	View
The Chequit	3.0 star property	9.0 Wonderful 73 reviews	View
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 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.

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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.

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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.

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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.

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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.

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Top Montclair Colony Hotel Reviews

Zey Hotel

10/10 Excellent

"The stay was perfect. I can't think of a single thing to criticize. As an example, when we were checking out, we called the manager on his cell to alert him that a fire truck was flushing the street hydrants, and that we noticed that the water in the room was brown. We knew that the maintenance of the hydrants was causing the dirty water. The manager promptly told us we could stay until 6:00 pm for free, so that we would be able to take clean showers. We told him that we had showered early, and that we had no problem. But his response showed how he cared for the guests."

Saybrook Point Resort & Marina

10/10 Excellent

"A wonderful getaway. It was lovely. The room was beautiful with a fireplace they came and started for us. We had a balcony over looking the marina, and river. The sunrises were amazing. Great places to walk or take a resort bike. We were there in October and it was great. I will take out of season any day. Old Saybrook is a treasure."

Faraway Sag Harbor

8/10 Good

"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."

The Harbor Front Inn

8/10 Good

"The room was clean and the staff is always wonderful. Parking was a nightmare because of the festival which had nothing to do with the hotel. My only issue is the breakfast , I wish it had a little more so I don’t have to go down the street to get something to eat . Honestly it’s not even an issue we will continue to stay here because it is a very nice hotel"

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.

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Our top choices for Montclair Colony hotels

1. The Harbor Front Inn

2. The Chequit

3. Sound View Greenport

4. The Shoals Suites and Slips

5. Silver Sands Motel & Beach Bungalows

6. Zey Hotel

7. House on Chase Creek

8. Sag Harbor Inn

9. Cliffside Resort Condominiums

10. Faraway Sag Harbor

11. Shelter Island House

12. Oyster Estate

13. American Beech Hotel

14. The Menhaden

15. The Sagaponack

16. Shorewood Inn

17. The Bentley Hotel Southampton

18. East Hampton House Resort

19. North Fork Resort

20. Hamlet Inn

Compare popular hotels in Montclair Colony

Where to stay in Montclair Colony

Menantic Creek

Silver Beach

Coecles Harbor

Hay Beach

Shorewood

Top Montclair Colony Hotel Reviews

Zey Hotel

Frequently asked questions

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