Find hotels in Montclair Colony, Shelter Island from CA $189

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Check prices for these dates

Tonight
Mar 31 - Apr 1
Tomorrow
Apr 1 - Apr 2
This weekend
Apr 4 - Apr 6
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Apr 11 - Apr 13

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Discover 3,943 Montclair Colony hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

The Hermitage
Seasonal outdoor pool

The Hermitage

3.5 star property
9.2 out of 10, Wonderful, (153)
"Access to the dunes and the beach "
The price is CA $230
CA $294 total
includes taxes & fees
Apr 16 - Apr 17
The Hermitage
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (275)
"Beautiful location, clean property, and nice staff. Just hard to turn in to the parking lot but not much that the hotel can do for that. The private beach is stunning. "
The price is CA $189
CA $247 total
includes taxes & fees
Apr 1 - Apr 2
Windward Shores Ocean Resort
Ocean Colony Beach and Tennis Club
Cozy Pad 2BR Beachside Home | TennisPoolFreePKG Unit 721 | Terrace/patio

Ocean Colony Beach and Tennis Club

2.0 star property
The price is CA $290
CA $773 total
includes taxes & fees
Apr 1 - Apr 2
Ocean Colony Beach and Tennis Club
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is CA $994
CA $1,192 total
includes taxes & fees
Apr 9 - Apr 10
The Roundtree, Amagansett
The Reform Club
Deluxe Suite

The Reform Club

2.0 star property
10.0 out of 10, Exceptional, (1)
"We went to the area for a last minute concert. We loved all the staff and the property was exquisite. We would like to recommend that if you are sensitive to noise you should stay in the upstairs suites. High quality and we will be back if ever in this area in the future."
The price is CA $1,387
CA $1,774 total
includes taxes & fees
Apr 29 - Apr 30
The Reform Club
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (126)
"Clean and up to date "
The price is CA $284
CA $357 total
includes taxes & fees
Apr 21 - Apr 22
Journey East Hampton
East Hampton House Resort
Deluxe Studio | Living area

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (245)
"Perfect location and super clean"
The price is CA $206
CA $266 total
includes taxes & fees
May 1 - May 2
East Hampton House Resort
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (67)
"What a lovely space and wonderful thoughtful staff! Absolutely loved everything about it, and the breakfast was beyond excellence! Hats off to the chef you can tell she cooked with ❤️ love. Highly Recommend you experience it for yourself. "
The price is CA $465
CA $585 total
includes taxes & fees
Apr 1 - Apr 2
Mill House Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (61)
"What a beautiful, quiet, peaceful place to stay, even in the dead of winter. The home itself is modern, welcoming, bright, everything you could dream of. The hosts are very active and successful artists who all but gave us a private master class in how their work is imagined and created. I don’t know when we’ve had a more delightful weekend. The walks to the beach were lovely, too. "
The price is CA $605
CA $691 total
includes taxes & fees
Apr 1 - Apr 2
East Hampton Art House Bed & Breakfast
The Huntting Inn
Exterior

The Huntting Inn

3.5 star property
8.6 out of 10, Excellent, (87)
"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."
The price is CA $652
CA $760 total
includes taxes & fees
Apr 27 - Apr 28
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (148)
"Property was adorable and the staff very pleasant and helpful!! "
The price is CA $419
CA $572 total
includes taxes & fees
Apr 1 - Apr 2
The 1770 House Restaurant & Inn
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is CA $372
CA $425 total
includes taxes & fees
Apr 27 - Apr 28
The Maidstone
EHP Resort & Marina
Boating

EHP Resort & Marina

3.5 star property
7.8 out of 10, Good, (8)
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues. The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
The price is CA $401
CA $505 total
includes taxes & fees
Apr 8 - Apr 9
EHP Resort & Marina
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (140)
"Great stay "
The price is CA $221
CA $309 total
includes taxes & fees
Apr 1 - Apr 2
The Sagaponack
A Room At The Beach
Outdoor pool

A Room At The Beach

3.0 star property
9.0 out of 10, Wonderful, (83)
"Beautiful property and amazing staff, I will definitely be back soon!"
The price is CA $630
CA $720 total
includes taxes & fees
Apr 1 - Apr 2
A Room At The Beach
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (130)
"Had an excellent stay at Topping Rose House! Can’t wait to be back soon!"
The price is CA $724
CA $832 total
includes taxes & fees
Apr 3 - Apr 4
Topping Rose House
Bridgehampton Inn
Property grounds

Bridgehampton Inn

3.5 star property
9.4 out of 10, Exceptional, (213)
"Lovely inn, with very accommodating staff. "
The price is CA $428
CA $489 total
includes taxes & fees
Apr 1 - Apr 2
Bridgehampton Inn
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (221)
"Nice bar area. Rooms were clean but small. "
The price is CA $280
CA $351 total
includes taxes & fees
Apr 1 - Apr 2
Baron's Cove
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (505)
"Great cozy stay. Very nice staff, amazing location."
The price is CA $285
CA $325 total
includes taxes & fees
Apr 1 - Apr 2
Sag Harbor Inn
Oceanstone by Rove Estate w Pool Beach Access
House

Oceanstone by Rove Estate w Pool Beach Access

2.0 star property
The price is CA $1,662
CA $3,028 total
includes taxes & fees
Apr 2 - Apr 3
Oceanstone by Rove Estate w Pool Beach Access
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.
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Find out more about Montclair Colony

Find out more about Montclair Colony

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.