Find hotels in Montclair Colony, Shelter Island

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

Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 star property
16.1 mi from Montclair Colony
9.6 out of 10, Exceptional, (1001)
"Excellent food, in addition to friendly and helpful staff."
United States
marybeth
$312 nightly
The price is $359
Dec 16 - Dec 17
Total with taxes and fees
Saybrook Point Resort & Marina
Property grounds
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2.0 star property
16.6 mi from Montclair Colony
8.0 out of 10, Very Good, (1000)
"A welcoming place with some nice touches."
United States
Leslie
$75 nightly
The price is $87
Dec 14 - Dec 15
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
16.6 mi from Montclair Colony
8.8 out of 10, Excellent, (1008)
"We love the stay everything was perfect"
United States
angelica
$163 nightly
The price is $188
Dec 16 - Dec 17
Total with taxes and fees
Water's Edge Resort & Spa
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

2.0 star property
15 mi 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
$115 nightly
The price is $132
Dec 15 - Dec 16
Total with taxes and fees
Hampton Bays Hotel on Main
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
18.6 mi from Montclair Colony
7.8 out of 10, Good, (1001)
"Staff was kind. Easy, comfortable stay."
United States
Jake
$101 nightly
The price is $116
Dec 10 - Dec 11
Total with taxes and fees
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
3.6 mi from Montclair Colony
8.8 out of 10, Excellent, (539)
"Awesome stay!!! Great Location "
United States
Bryan
$147 nightly
The price is $168
Dec 29 - Dec 30
Total with taxes and fees
The Harbor Front Inn
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
16.6 mi from Montclair Colony
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
$67 nightly
The price is $77
Dec 10 - Dec 11
Total with taxes and fees
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
18.4 mi 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
$116 nightly
The price is $133
Dec 21 - Dec 22
Total with taxes and fees
Hyatt Place Long Island East End
Terrace/patio
Westbrook Inn B&B

Westbrook Inn B&B

3.0 star property
17 mi from Montclair Colony
9.8 out of 10, Exceptional, (175)
"Charming, beautiful inn; excellent food and service."
United States
Michael
$148 nightly
The price is $165
Dec 8 - Dec 9
Total with taxes and fees
Westbrook Inn B&B
Exterior
Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only

2.5 star property
15.3 mi from Montclair Colony
9.4 out of 10, Exceptional, (312)
"Relaxing stay"
United States
Kristin
$201 nightly
The price is $229
Dec 18 - Dec 19
Total with taxes and fees
Aqua by American Beech - Adults Only
IPod dock, MP3 dock
The Captain Stannard

The Captain Stannard

3.0 star property
17 mi 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
$160 nightly
The price is $178
Dec 7 - Dec 8
Total with taxes and fees
The Captain Stannard
Property grounds
Liberty Inn

Liberty Inn

2.0 star property
18.2 mi from Montclair Colony
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
$77 nightly
The price is $89
Dec 19 - Dec 20
Total with taxes and fees
Liberty Inn
Property entrance
The Menhaden

The Menhaden

3.5 star property
3.6 mi from Montclair Colony
9.6 out of 10, Exceptional, (171)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
$228 nightly
The price is $255
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Menhaden
Property grounds
Clinton Motel

Clinton Motel

2.5 star property
17.8 mi from Montclair Colony
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
$78 nightly
The price is $90
Dec 7 - Dec 8
Total with taxes and fees
Clinton Motel
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
12 mi from Montclair Colony
7.2 out of 10, Good, (973)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
$138 nightly
The price is $158
Dec 18 - Dec 19
Total with taxes and fees
The Atlantic Hotel
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
12.5 mi from Montclair Colony
8.6 out of 10, Excellent, (439)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
$125 nightly
The price is $141
Dec 5 - Dec 6
Total with taxes and fees
Hamlet Inn
Exterior
Zey Hotel

Zey Hotel

3.5 star property
3.8 mi 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
$182 nightly
The price is $208
Dec 18 - Dec 19
Total with taxes and fees
Zey Hotel
Property amenity
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2.0 star property
16.9 mi from Montclair Colony
7.0 out of 10, Good, (906)
"A simple, affordable, conveniently located, and pleasant stay."
United States
Jason
$69 nightly
The price is $80
Dec 7 - Dec 8
Total with taxes and fees
Super 8 by Wyndham Old Saybrook
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

4.0 star property
4.1 mi from Montclair Colony
8.6 out of 10, Excellent, (596)
"Staff was amazing , room clean view phenomenal "
United States
Denise
$194 nightly
The price is $222
Dec 9 - Dec 10
Total with taxes and fees
Sound View Greenport
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
4.2 mi from Montclair Colony
9.4 out of 10, Exceptional, (570)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
$215 nightly
The price is $246
Dec 7 - Dec 8
Total with taxes and fees
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.
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Where to stay in Montclair Colony

Find the best Montclair Colony areas and neighborhoods for the activities you enjoy most. Learn more about Montclair Colony
Learn more about Montclair Colony

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 Gardiner's Bay Country Club and Shelter Island Historical Society, 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 Shelter Island Historical Society and Sunset Beach.

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.

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.

Top Montclair Colony Hotel Reviews

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Lovely rooms and loved the fireplace. Great stay. Awesome few days away from real life!"
Andrew 2-night trip
Posted 3 days ago
Saybrook Point Resort & Marina

Frequently asked questions

Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Montclair Colony.
How can I save on a Montclair Colony hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Montclair Colony hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Montclair Colony hotel?
Hotel prices in Montclair Colony often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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