Hotels in Montclair Colony, Shelter Island

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Our top choices for Montclair Colony hotels

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
6.6 km from Montclair Colony
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is CA $307
CA $351 total
includes taxes & fees
Apr 7 - Apr 8
North Fork Cottages & RV Resort

Hamlet Inn

Hamlet Inn
2.0 star property
20.2 km from Montclair Colony
8.6 out of 10, Excellent, (460 reviews)
"Excellent host & very clean stay! Host was very helpful with info about area & very accommodating!!"
United States
Lisa
The price is CA $135
CA $174 total
includes taxes & fees
Mar 20 - Mar 21
Hamlet Inn

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
29.9 km from Montclair Colony
7.8 out of 10, Good, (1,000 reviews)
"nice area and quiet...eat and drink in the same place"
United States
michael
The price is CA $127
CA $146 total
includes taxes & fees
Mar 29 - Mar 30
Quality Inn Old Saybrook - Westbrook

Clinton Motel

Clinton Motel
2.5 star property
28.6 km from Montclair Colony
8.6 out of 10, Excellent, (304 reviews)
"I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. "
United States
william
The price is CA $107
CA $123 total
includes taxes & fees
Mar 24 - Mar 25
Clinton Motel

Harpoon House

Harpoon House
3.0 star property
18.3 km from Montclair Colony
8.4 out of 10, Very good, (149 reviews)
"Great spot!"
United States
Keith
The price is CA $206
CA $235 total
includes taxes & fees
Mar 20 - Mar 21
Harpoon House

Zey Hotel

Zey Hotel
3.5 star property
6.1 km from Montclair Colony
9.2 out of 10, Wonderful, (299 reviews)
"Quiet yet situated right in the heart of Greenport."
United States
Andrew
The price is CA $444
CA $507 total
includes taxes & fees
Mar 22 - Mar 23
Zey Hotel

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
27.4 km from Montclair Colony
9.8 out of 10, Exceptional, (180 reviews)
"Delicious breakfast, wonderful service and beautiful accommodations."
United States
Beth
The price is CA $280
CA $311 total
includes taxes & fees
Apr 19 - Apr 20
Westbrook Inn B&B

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
26.7 km from Montclair Colony
8.0 out of 10, Very good, (1,000 reviews)
"Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. "
United States
Joseph
The price is CA $110
CA $126 total
includes taxes & fees
Mar 22 - Mar 23
Pier Blue Inn Old Saybrook - Essex

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
26.4 km from Montclair Colony
9.0 out of 10, Wonderful, (23 reviews)
"Cute B&B, very nice room, check-in worked well"
United States
Isolde
The price is CA $415
CA $461 total
includes taxes & fees
Apr 1 - Apr 2
James Pharmacy Bed & Breakfast

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
24.7 km from Montclair Colony
9.4 out of 10, Exceptional, (320 reviews)
"Loved the space. We stayed in the suite upstairs and it was so spacious. Had a cute sitting area and it was nice and clean. One downside is the access other guests have to the balcony. Anyone can just come up the stairs and look in your windows if the curtains are not closed just right. Customer service was good and we really enjoyed the cute breakfast baskets in the morning. "
United States
Latanya
Aqua by American Beech - Adults Only

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
17.9 km from Montclair Colony
8.6 out of 10, Excellent, (208 reviews)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is CA $171
CA $204 total
includes taxes & fees
Mar 30 - Mar 31
Southampton Long Island Hotel

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
24.1 km from Montclair Colony
7.2 out of 10, Good, (71 reviews)
"Loved the 2 bar options on the property."
United States
Jennifer
The price is CA $194
CA $222 total
includes taxes & fees
Mar 20 - Mar 21
Hampton Bays Hotel on Main

Shorewood Inn

Shorewood Inn
2.5 star property
23.2 km from Montclair Colony
8.6 out of 10, Excellent, (728 reviews)
"We really love the place. It was walking distance from some of the best steaks in Long Island. The staff was so friendly our room could possibly need a new coat of paint rather than that the room was in very good condition."
United States
Thomas
Shorewood Inn

The Hampton Maid

The Hampton Maid
2.5 star property
22.2 km from Montclair Colony
9.2 out of 10, Wonderful, (689 reviews)
"Great place to stay"
United States
Mitchell
The Hampton Maid

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
20.2 km from Montclair Colony
7.8 out of 10, Good, (31 reviews)
"Great staff"
United States
Douglas
The price is CA $153
CA $196 total
includes taxes & fees
Mar 22 - Mar 23
Sea Haven Resort Motel

The Captain Stannard

The Captain Stannard
3.0 star property
27.4 km from Montclair Colony
9.8 out of 10, Exceptional, (261 reviews)
"Classic inn- great breakfast"
United States
John
The Captain Stannard

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
8.8 out of 10, Excellent, (574 reviews)
"Everything was great! Loved the continental breakfast. "
United States
Jane
The price is CA $184
CA $250 total
includes taxes & fees
Mar 22 - Mar 23
The Harbor Front Inn

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, (1,002 reviews)
"The overall resort is just beautiful "
United States
Kristina
The price is CA $166
CA $215 total
includes taxes & fees
Apr 1 - Apr 2
Water's Edge Resort & Spa

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
26.5 km from Montclair Colony
8.8 out of 10, Excellent, (310 reviews)
"Amazing stay! Place was perfect and staff was so friendly."
United States
Heather
The price is CA $196
CA $261 total
includes taxes & fees
Mar 22 - Mar 23
Windward Shores Ocean Resort

EHP Resort & Marina

EHP Resort & Marina
3.5 star property
14.5 km from Montclair Colony
7.4 out of 10, Good, (9 reviews)
"Beautiful property, but no restaurant open for lunch, no pool service, no one to answer calls at front desk. Constant marketing notices."
Canada
Michelle
The price is CA $434
CA $546 total
includes taxes & fees
Apr 2 - Apr 3
EHP Resort & Marina
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.

Where to stay in Montclair Colony

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

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 Crescent Beach.

Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Sunset Beach and Shell Beach.

Coecles Harbor

When in Coecles Harbor, you can plan a visit to Shelter Island Whale's Tail and Gardiner's Bay Country Club, 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 Harbor Brewing Company 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 Shell Beach and Mashomack Preserve.

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 can I save on a Montclair Colony hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Montclair Colony hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
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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