Find hotels in Montclair Colony, Shelter Island from $127

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Discover 3,991 Montclair Colony hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (20)
"Everything was exquisite! "
The price is $299
$375 total
includes taxes & fees
May 19 - May 20
The Pridwin Hotel
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (26)
"Absolutely the nicest hotel in the area. "
The price is $500
$599 total
includes taxes & fees
May 22 - May 23
Canoe Place Inn and Cottages
Exterior
Chic & Serene in The Hamptons. 1 block to waterside dining and the best sunsets
10.0 out of 10, Exceptional, (1)
"Friends and I stayed the weekend at this rental and loved it! We cooked, watched a movie, played board games, and enjoyed the fall weather. It is in a quiet neighborhood that is an easy drive to town, beaches, and nature preserves. Lisa is a very responsive and gracious host! Would definitely recommend!"
Chic & Serene in The Hamptons. 1 block to waterside dining and the best sunsets
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Garden
The Farmhouse Bed and Breakfast
3.5 star property
10.0 out of 10, Exceptional, (5)
"The Farmhouse was a perfect stay for a relaxing weekend in beautiful surroundings. The Farmhouse is charming and impeccably kept. The hosts are friendly and amazing cooks. Added plus : a destination charger for our Tesla! Definitely recommend!"
The Farmhouse Bed and Breakfast
Exterior
East Hampton Classic Close to Bay Beaches w/Private Backyard, Heated Pool & Deck
10.0 out of 10, Exceptional, (69)
"We loved staying here! The pool and back yard were perfect for relaxing days in the sun, and the kitchen and grill made group dinners easy. The location is quiet, but close enough to town for convenience. We would definitely stay here again!"
East Hampton Classic Close to Bay Beaches w/Private Backyard, Heated Pool & Deck
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (54)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is $762
$869 total
includes taxes & fees
May 20 - May 21
East Hampton Art House Bed & Breakfast
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is $595
$713 total
includes taxes & fees
May 19 - May 20
The Roundtree, Amagansett
Property grounds
The Hedges Inn
3.5 star property
9.6 out of 10, Exceptional, (66)
"Beautiful location and lovely accommodation."
The Hedges Inn
Aerial view
Colonial Shores Resort
2.5 star property
9.4 out of 10, Exceptional, (81)
"This is our second 8 day stay. Here for work (Hanging Wallpaper) we really enjoyed our time here. Around the corner from everything. "
The price is $249
$284 total
includes taxes & fees
May 19 - May 20
Colonial Shores Resort
View from property
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (64)
"Amazing location. Lovely lake. Serene and Tranquil experience. "
The price is $276
$315 total
includes taxes & fees
May 20 - May 21
House on Chase Creek
Property grounds
Bridgehampton Inn
3.5 star property
9.4 out of 10, Exceptional, (205)
"I will never NOT stay there when I’m in the area. The restaurant should have a Michelin star and the cocktails were inventive and delicious. The rooms had fireplaces- it was perfect on a storm night. The coffee is was excellent and the beds soft. If I could give it 10 stars, I would."
The price is $455
$519 total
includes taxes & fees
May 20 - May 21
Bridgehampton Inn
Property entrance
Southampton Village Motel
2.5 star property
9.2 out of 10, Wonderful, (42)
"My room was unacceptable, there was mold and the shower was flooding the bathroom all the time, the wifi did not work very well and the owner/manager was not helpful. I had to call every time we needed more towels and she was not welcoming or friendly at all. When we told her about the shower she did not show any remorse"
The price is $399
$455 total
includes taxes & fees
May 19 - May 20
Southampton Village Motel
Smart TV
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (11)
"Since I stay for 2 days only it was fine. Check the shades , toilet paper and more towels. "
Location and views! Located directly on Shinnecock Bay!
Cottage, 1 Bedroom (with porch - Pet Friendly + Fee) | Private kitchen | Dishwasher, coffee/tea maker
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (234)
"The bathroom was very clean with nice plush towels. The room was also very clean with a comfortable bed. I would definitely recommend this Inn to my friends and relatives. Great location as well!"
The price is $127
$144 total
includes taxes & fees
May 28 - May 29
Hampton's Vacation Inn
1 bedroom, WiFi, bed sheets
Sag Harbor Suite by the Beach
9.0 out of 10, Wonderful, (8)
"We were in town to celebrate thanksgiving. Nice cozy 1 bedroom apartment. 5 minute drive to town."
Sag Harbor Suite by the Beach
Outdoor spa tub
The Drake Inn
2.0 star property
9.0 out of 10, Wonderful, (77)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
The Drake Inn
Deluxe Studio | Living area | TV
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (227)
"Very convenient with own entrance and back deck and parking right in front!! Can walk to dining and breakfast options or make in your own kitchen nook!! "
The price is $321
$388 total
includes taxes & fees
May 22 - May 23
East Hampton House Resort
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (88)
"We stayed in the cottage and it was very well appointed decor wise. Cute common areas where breakfast is. The room could have used another light in the LR and it needed a desk and a better closet. No place to put the luggage and tiny closet. Could be furnished a bit better to accomodate. Overall very nice stay. Tx!"
The price is $293
$367 total
includes taxes & fees
May 30 - May 31
Journey East Hampton
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (50)
"Excellent facility and excellent service. Highly recommend. "
The price is $450
$514 total
includes taxes & fees
May 19 - May 20
Mill House Inn
Property grounds
Hampton Maid Motel
2.5 star property
8.8 out of 10, Excellent, (523)
"The property is well kept and beautiful. I will definitely come back. "
The price is $203
$231 total
includes taxes & fees
May 20 - May 21
Hampton Maid Motel
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Other neighborhoods around Montclair Colony

Hotels in top Shelter Island neighborhoods Learn more about Montclair Colony
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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 Crescent Beach.

Find hotels in Menantic Creek

Montclair Colony Travel Info

Number of reviews
2,407
Accommodation
3,991 hotels
Known landmarks
Wades Beach, Shell Beach and Mashomack Preserve
Lowest price
$127
Highest price
$762

Frequently asked questions

What is Montclair Colony like?

You'll be sure to have fun visiting Shelter Island's Montclair Colony neighborhood.

Where is the best hotel for a stay in Montclair Colony?

For your stay in Montclair Colony, Shelter Island Getaway! Gourmet kitchen and fireplace...a winter retreat! is one of the top choices based on our traveler data.

If I need to cancel my hotel reservation in Montclair Colony, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then use the "fully refundable" filter to get the best deals available in Montclair Colony.

Where can I learn more about changing or cancelling my trip to Montclair Colony?

To find more details about changing or cancelling your trip to Montclair Colony, click here.

What is there to do around this Shelter Island neighborhood?

A few places to visit in the area around Montclair Colony include Shell Beach, Wades Beach, and Shelter Island Historical Society. When you're sightseeing in Shelter Island, Havens House and Sylvester Manor are also worth a stop.

Recent reviews of Montclair Colony hotels

The Atlantic Hotel

The Atlantic Hotel

5/5 Excellent
Non Hampton prices.
"Great prices, huge room, convenient and super friendly staff. Have stayed the past 3 weeks for business, good location"
A verified traveler stayed at The Atlantic Hotel
Posted 2 days ago
The Atlantic Hotel