Montclair Colony Hotels, Shelter Island

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Filter by

Guest rating
Guest rating
Star rating

3976 Cheap Hotels in Montclair Colony - Specials, Reviews, & Last Minute Deals

Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 star property
25.9 km from Montclair Colony
9.4 out of 10, Exceptional, (1014)
"Excellent food, in addition to friendly and helpful staff."
United States
marybeth
The price is AU$538
includes taxes & fees
3 Dec - 4 Dec
Saybrook Point Resort & Marina
Property grounds
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, (1006)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex
Exterior
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, (1008)
"We love the stay everything was perfect"
United States
angelica
The price is AU$305
includes taxes & fees
1 Jan - 2 Jan 2026
Water's Edge Resort & Spa
Deluxe Double Room, 1 King Bed, City View
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, (69)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
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, (1015)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is AU$178
includes taxes & fees
9 Dec - 10 Dec
Quality Inn Old Saybrook - Westbrook
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
5.9 km from Montclair Colony
8.8 out of 10, Excellent, (539)
"Awesome stay!!! Great Location "
United States
Bryan
The price is AU$257
includes taxes & fees
29 Dec - 30 Dec
The Harbor Front Inn
Exterior
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, (460)
"🙂"
United States
Jared
The price is AU$118
includes taxes & fees
9 Dec - 10 Dec
Econo Lodge Inn & Suites Old Saybrook Westbrook
Indoor pool, outdoor pool
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, (1004)
"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 AU$202
includes taxes & fees
21 Dec - 22 Dec
Hyatt Place Long Island East End
Terrace/patio
Westbrook Inn B&B

Westbrook Inn B&B

3.0 star property
27.4 km from Montclair Colony
9.8 out of 10, Exceptional, (175)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is AU$253
includes taxes & fees
16 Dec - 17 Dec
Westbrook Inn B&B
Exterior
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
IPod dock, MP3 dock
The Captain Stannard

The Captain Stannard

3.0 star property
27.4 km from Montclair Colony
9.8 out of 10, Exceptional, (257)
"Amazing stay! Everything was perfect and it is clear that the owners love their jobs and their inn. Can't wait to go back! "
United States
Julie
The price is AU$271
includes taxes & fees
17 Dec - 18 Dec
The Captain Stannard
Property grounds
Liberty Inn

Liberty Inn

2.0 star property
29.2 km from Montclair Colony
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is AU$125
includes taxes & fees
19 Dec - 20 Dec
Liberty Inn
Property entrance
The Menhaden

The Menhaden

3.5 star property
5.9 km from Montclair Colony
9.6 out of 10, Exceptional, (171)
"Hotel manager was great! Loved the firepits outside "
United States
Lisa
The price is AU$377
includes taxes & fees
1 Jan - 2 Jan 2026
The Menhaden
Property grounds
Clinton Motel

Clinton Motel

2.5 star property
28.6 km from Montclair Colony
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is AU$134
includes taxes & fees
3 Dec - 4 Dec
Clinton Motel
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
19.3 km from Montclair Colony
7.2 out of 10, Good, (973)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
20.2 km from Montclair Colony
8.6 out of 10, Excellent, (439)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is AU$194
includes taxes & fees
5 Dec - 6 Dec
Hamlet Inn
Exterior
Zey Hotel

Zey Hotel

3.5 star property
6.1 km from Montclair Colony
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
Property amenity
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2.0 star property
27.2 km from Montclair Colony
7.0 out of 10, Good, (906)
"A simple, affordable, conveniently located, and pleasant stay."
United States
Jason
The price is AU$111
includes taxes & fees
8 Dec - 9 Dec
Super 8 by Wyndham Old Saybrook
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

4.0 star property
6.5 km from Montclair Colony
8.6 out of 10, Excellent, (596)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is AU$354
includes taxes & fees
4 Dec - 5 Dec
Sound View Greenport
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
6.7 km from Montclair Colony
9.4 out of 10, Exceptional, (569)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is AU$338
includes taxes & fees
4 Dec - 5 Dec
Sag Harbor Inn
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.
View all properties

Our guide on where to stay in Montclair Colony

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

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Shelter Island Historical Society and Sunset Beach.

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Shelter Island Historical Society are some notable places to visit nearby.

Silver Beach

While Silver Beach may 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.

Shorewood

While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Mashomack Preserve and Shelter Island Historical Society.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Top Montclair Colony Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Friendly. Had to check in early and was walked to our room so we knew exactly where it was gif when we returned later. "
Margery 1-night trip
Posted 4 days ago
Pier Blue Inn Old Saybrook - Essex

Frequently asked questions

What is Montclair Colony like?
You'll be sure to have fun exploring Shelter Island's Montclair Colony neighbourhood.
If I need to cancel my hotel reservation in Montclair Colony, will I receive a refund?
Yes, the majority of hotel reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then you can filter by "fully refundable" to get the best deals available in Montclair Colony.
What is there to do around this Shelter Island neighbourhood?
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.

Explore a world of travel with Expedia