Default HTG hotel image

Search Hotels in Montclair Colony, Shelter Island

  • 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

This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Montclair Colony hotels

A lakeside patio with outdoor seating and a view of the water.

1. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
5.5 km from Montclair Colony
10.0 out of 10, Exceptional, (177 reviews)
"This is a great place that brings you back to a special time. Staff were exceptionally friendly and helpful. Made us feel like we were family - highly recommend."
United States
Keith
The price is Rp5.012.840
Rp5.727.170 total
includes taxes & fees
1 Nov - 2 Nov
Silver Sands Motel & Beach Bungalows
An outdoor patio area with string lights, tables, chairs, and a fire pit.

2. The Chequit

The Chequit
3.0 star property
3.8 km from Montclair Colony
9.2 out of 10, Wonderful, (68 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is Rp3.206.427
Rp3.663.344 total
includes taxes & fees
1 Nov - 2 Nov
The Chequit
A waterfront property with a large house, multiple boats docked, and lush greenery.

3. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
6.7 km from Montclair Colony
9.4 out of 10, Exceptional, (679 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is Rp3.920.100
Rp4.478.715 total
includes taxes & fees
9 Nov - 10 Nov
Sag Harbor Inn
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

4. 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, (345 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is Rp3.320.827
Rp4.241.620 total
includes taxes & fees
1 Nov - 2 Nov
The Shoals Suites and Slips
Front of property – evening/night

5. Shelter Island House

Shelter Island House
3.5 star property
2.7 km from Montclair Colony
8.4 out of 10, Very good, (66 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is Rp3.602.375
Rp4.115.568 total
includes taxes & fees
25 Oct - 26 Oct
Shelter Island House
A two-story house with a balcony, outdoor seating area, and a variety of plants.

6. Zey Hotel

Zey Hotel
3.5 star property
6.1 km from Montclair Colony
9.2 out of 10, Wonderful, (429 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is Rp3.262.275
Rp3.727.150 total
includes taxes & fees
27 Oct - 28 Oct
Zey Hotel
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

7. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
9.0 out of 10, Wonderful, (667 reviews)
"Great hotel with friendly staff, clean and comfortable rooms, and excellent service — I really enjoyed my stay!"
United States
Antrii
The price is Rp3.204.100
Rp4.171.909 total
includes taxes & fees
9 Nov - 10 Nov
The Harbor Front Inn
A spacious room with wicker furniture, large windows, and a view of the sea.

8. Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.4 out of 10, Very good, (757 reviews)
"Great one night stay."
United States
Irene
The price is Rp3.432.542
Rp4.432.989 total
includes taxes & fees
1 Nov - 2 Nov
Sound View Greenport
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

9. The Menhaden

The Menhaden
3.5 star property
5.9 km from Montclair Colony
9.6 out of 10, Exceptional, (192 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is Rp6.185.666
Rp7.783.329 total
includes taxes & fees
15 Nov - 16 Nov
The Menhaden
A serene landscape with a calm body of water reflecting trees with autumn foliage.

10. House on Chase Creek

House on Chase Creek
2.5 star property
3.5 km from Montclair Colony
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is Rp3.309.549
Rp3.781.114 total
includes taxes & fees
2 Nov - 3 Nov
House on Chase Creek
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.

11. Oyster Estate

Oyster Estate
4.0 star property
5.9 km from Montclair Colony
9.2 out of 10, Wonderful, (300 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is Rp4.027.500
Rp5.074.516 total
includes taxes & fees
27 Oct - 28 Oct
Oyster Estate
A pool area with umbrellas, potted plants, and a pathway leading to a building.

12. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
6.9 km from Montclair Colony
9.0 out of 10, Wonderful, (315 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is Rp6.767.334
Rp8.504.910 total
includes taxes & fees
8 Nov - 9 Nov
Faraway Sag Harbor
Terrace/patio

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
6.6 km from Montclair Colony
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is Rp3.025.965
Rp5.443.407 total
includes taxes & fees
12 Nov - 13 Nov
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

14. North Fork Resort

North Fork Resort
3.0 star property
6.6 km from Montclair Colony
9.6 out of 10, Exceptional, (65 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is Rp5.751.270
Rp6.570.826 total
includes taxes & fees
19 Oct - 20 Oct
North Fork Resort
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

15. American Beech Hotel

American Beech Hotel
3.5 star property
6.1 km from Montclair Colony
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is Rp4.489.320
Rp5.844.887 total
includes taxes & fees
27 Oct - 28 Oct
American Beech Hotel
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

16. Topping Rose House

Topping Rose House
4.5 star property
13.1 km from Montclair Colony
9.0 out of 10, Wonderful, (164 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
The price is Rp11.196.450
Rp12.854.595 total
includes taxes & fees
25 Oct - 26 Oct
Topping Rose House
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

17. A Room At The Beach

A Room At The Beach
3.0 star property
13.1 km from Montclair Colony
9.2 out of 10, Wonderful, (103 reviews)
"Best place I’ve stayed in a while. Incredibly quiet and serene, an amazing sauna, door in the shower for indoor/outdoor space, and beautiful property. The staff were so kind. I left another place to stay here hoping for a better nights sleep and some rest and they delivered above and beyond. I’d definitely come back!"
United States
Samantha
The price is Rp5.300.190
Rp6.055.391 total
includes taxes & fees
25 Oct - 26 Oct
A Room At The Beach
A dining area with a fireplace, bookshelves, and a view of the bar area.

18. Bridgehampton Inn

Bridgehampton Inn
3.5 star property
13.2 km from Montclair Colony
9.4 out of 10, Exceptional, (228 reviews)
"Great place!!!"
United States
Leslie
The price is Rp5.352.100
Rp6.114.819 total
includes taxes & fees
27 Oct - 28 Oct
Bridgehampton Inn
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

19. The Sagaponack

The Sagaponack
3.0 star property
13.8 km from Montclair Colony
8.8 out of 10, Excellent, (291 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is Rp3.593.490
Rp4.821.460 total
includes taxes & fees
15 Nov - 16 Nov
The Sagaponack
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

20. 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, (1,004 reviews)
"Beautiful place. Staff were very helpful and polite."
United States
Deborah
The price is Rp3.194.253
Rp3.982.164 total
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
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

Where to stay in Montclair Colony

Find the best Montclair Colony areas for the activities you enjoy most.
A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

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 Shell Beach.

A pebble beach with calm water, a distant bridge, and a forested island.

Coecles Harbor

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

A beach with a wooden sign that reads "Please take off your shoes!"

Menantic Creek

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

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

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.

An aerial view of a large estate surrounded by water, featuring a prominent mansion, rocky shorelines, and a small island with a lighthouse.

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 Wades Beach and Shell Beach.

Top Montclair Colony Hotel Reviews

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Property was amaculate and a big shout out to Joe at the front desk. Made our stay wonderful!!!"
Timothy 2-night trip
Posted 2 hours ago
Hyatt Place Long Island East End

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.