Find hotels in Montclair Colony, Shelter Island

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Our top choices for Montclair Colony hotels

Hamlet Inn

Hamlet Inn
2.0 star property
20.2 km from Montclair Colony
8.6 out of 10, Excellent, (444)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is NT$3,125
NT$4,039 total
includes taxes & fees
Dec 23 - Dec 24
Hamlet Inn

Shorewood Inn

Shorewood Inn
2.5 star property
23.2 km from Montclair Colony
8.4 out of 10, Very Good, (710)
"Couldn't have been easier! The woman at the front desk was warm and welcoming, the room was super clean and cute with the heat turned on full blast in anticipation of my arrival. Adorable backyard with seating, too. Super hot water in the shower. Perfect for an impromptu winter getaway. "
United States
Mahlon
Shorewood Inn

House on Chase Creek

House on Chase Creek
2.5 star property
3.5 km from Montclair Colony
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is NT$3,287
NT$3,755 total
includes taxes & fees
Jan 6 - 2026/1/7
House on Chase Creek

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, (1007)
"Staff was courteous, and bed was comfortable. The room hasn't had decor updated for decades. Fine for an overnight if you are just traveling through area for the price. "
United States
sue
Pier Blue Inn Old Saybrook - Essex

Clinton Motel

Clinton Motel
2.5 star property
28.6 km from Montclair Colony
8.6 out of 10, Excellent, (298)
"Great staff and clean rooms"
United States
Tyler
The price is NT$2,462
NT$2,831 total
includes taxes & fees
Dec 29 - Dec 30
Clinton Motel

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
8.8 out of 10, Excellent, (548)
"Awesome stay!!! Great Location "
United States
Bryan
The price is NT$4,232
NT$6,380 total
includes taxes & fees
Dec 23 - Dec 24
The Harbor Front Inn

Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.6 out of 10, Excellent, (599)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is NT$4,992
NT$7,249 total
includes taxes & fees
Dec 28 - Dec 29
Sound View Greenport

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
29.7 km from Montclair Colony
9.2 out of 10, Wonderful, (1002)
"Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable"
United States
Helen
The price is NT$3,472
NT$3,967 total
includes taxes & fees
Jan 12 - 2026/1/13
Hyatt Place Long Island East End

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
26.8 km from Montclair Colony
7.2 out of 10, Good, (462)
"A very clean and convenient hotel. It’s close to the beach and provides a parking pass for local beach with a refundable deposit."
United States
Anonymous traveler
The price is NT$2,116
NT$2,433 total
includes taxes & fees
Jan 4 - 2026/1/5
Econo Lodge Inn & Suites Old Saybrook Westbrook

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, (230)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is NT$5,854
NT$6,689 total
includes taxes & fees
Jan 1 - 2026/1/2
The Shoals Suites and Slips

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
19.9 km from Montclair Colony
9.6 out of 10, Exceptional, (401)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is NT$3,949
NT$4,544 total
includes taxes & fees
Jan 4 - 2026/1/5
The Bentley Hotel Southampton

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, (1002)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is NT$3,193
NT$3,671 total
includes taxes & fees
Dec 28 - Dec 29
Quality Inn Old Saybrook - Westbrook

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
19.3 km from Montclair Colony
7.2 out of 10, Good, (975)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
6.1 km from Montclair Colony
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is NT$5,650
NT$7,717 total
includes taxes & fees
Dec 23 - Dec 24
American Beech Hotel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
17.9 km from Montclair Colony
8.6 out of 10, Excellent, (203)
"Good location. Nice people!! "
United States
Theresa
The price is NT$3,748
NT$4,470 total
includes taxes & fees
Jan 20 - 2026/1/21
Southampton Long Island Hotel

The Hampton Maid

The Hampton Maid
2.5 star property
22.2 km from Montclair Colony
9.0 out of 10, Wonderful, (688)
"Great place to stay"
United States
Mitchell
The price is NT$8,948
NT$10,223 total
includes taxes & fees
Dec 26 - Dec 27
The Hampton Maid

Mill House Inn

Mill House Inn
5.0 star property
16.7 km from Montclair Colony
9.0 out of 10, Wonderful, (75)
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
The price is NT$9,469
NT$11,900 total
includes taxes & fees
Dec 23 - Dec 24
Mill House Inn

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
5.5 km from Montclair Colony
9.8 out of 10, Exceptional, (142)
"Great get away "
United States
Charles
Silver Sands Motel & Beach Bungalows

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, (312)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only

The Sagaponack

The Sagaponack
3.0 star property
13.8 km from Montclair Colony
8.8 out of 10, Excellent, (215)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is NT$5,085
NT$7,071 total
includes taxes & fees
Dec 23 - Dec 24
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.

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.

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.

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.

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 Mashomack Preserve and Shelter Island Historical Society.

Top Montclair Colony Hotel Reviews

Frequently asked questions

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

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