Montclair Colony Hotels near Shelter Island

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Dec 30 - Dec 31
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Dec 31 - Jan 1
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Jan 2 - Jan 4
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Jan 9 - Jan 11

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Our top choices for Montclair Colony hotels

Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips

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, (232)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is P10,911
P12,466 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Shoals Suites and Slips
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.4 out of 10, Very Good, (601)
"Great view but a gas station has a better breakfast. "
United States
Michael
The price is P9,365
P12,171 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Sound View Greenport
Indoor pool, outdoor pool
Hyatt Place Long Island East End

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 P6,294
P7,191 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Hyatt Place Long Island East End
View from room
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
8.8 out of 10, Excellent, (555)
"Room and staff were amazing. "
United States
Manuel
The price is P7,950
P10,554 total
includes taxes & fees
Jan 29 - Jan 30, 2026
The Harbor Front Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
20.2 km from Montclair Colony
8.6 out of 10, Excellent, (445)
"The room was clean. Helpful and friendly staff. Mini Confectionary station needed."
United States
Marvette
The price is P5,129
P6,629 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hamlet Inn
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
19.9 km from Montclair Colony
9.6 out of 10, Exceptional, (413)
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is P7,235
P8,325 total
includes taxes & fees
Jan 22 - Jan 23, 2026
The Bentley Hotel Southampton
Exterior
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
18.2 km from Montclair Colony
9.0 out of 10, Wonderful, (160)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
Journey East Hampton
View from property
House on Chase Creek

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 P6,117
P6,990 total
includes taxes & fees
Jan 14 - Jan 15, 2026
House on Chase Creek
Exterior
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
13.8 km from Montclair Colony
8.8 out of 10, Excellent, (217)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is P9,464
P13,162 total
includes taxes & fees
Jan 30 - Jan 31, 2026
The Sagaponack
Front of property
The Preston House & Hotel

The Preston House & Hotel

The Preston House & Hotel
3.5 star property
29.7 km from Montclair Colony
9.8 out of 10, Exceptional, (373)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
The price is P9,247
P10,565 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Preston House & Hotel
Property grounds
Clinton Motel

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 P4,582
P5,270 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Clinton Motel
Aerial view
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
18.8 km from Montclair Colony
8.6 out of 10, Excellent, (553)
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is P11,749
P14,381 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Southampton Inn
Terrace/patio
Shorewood Inn

Shorewood Inn

Shorewood Inn
2.5 star property
23.2 km from Montclair Colony
8.4 out of 10, Very Good, (711)
"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
Beach bar
Silver Sands Motel & Beach Bungalows

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
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

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, (463)
"We came in for a family wedding in the area and this hotel was a great location. The mexican restaurant that was down the street is fantastic, great margaritas ! Would definitely use this location again if we were out this way. Thank you for a wonderful stay !"
United States
Robert
The price is P3,938
P4,528 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Property grounds
Pier Blue Inn Old Saybrook - Essex

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, (1001)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex
Exterior
American Beech 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 P16,165
P20,821 total
includes taxes & fees
Jan 1 - Jan 2, 2026
American Beech Hotel
Garden
The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
16.7 km from Montclair Colony
9.8 out of 10, Exceptional, (161)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is P17,353
P23,724 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The 1770 House Restaurant & Inn
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
25.9 km from Montclair Colony
9.6 out of 10, Exceptional, (1005)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is P18,153
P22,344 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Saybrook Point Resort & Marina
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers
Quality Inn Old Saybrook - Westbrook

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, (1001)
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is P5,693
P6,546 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Quality Inn Old Saybrook - Westbrook
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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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 Shelter Island Whale's Tail.

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 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

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Great check in experience. Very nice room"
Christopher 2-night trip
Posted 4 days ago
The Harbor Front Inn

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.
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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