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Oct 9 - Oct 11
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Oct 16 - Oct 18

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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, (174 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 ￥36,318
￥41,493 total
includes taxes & fees
Nov 1 - Nov 2
Silver Sands Motel & Beach Bungalows
A waterfront property with a large house, multiple boats docked, and lush greenery.

2. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
6.7 km from Montclair Colony
9.4 out of 10, Exceptional, (674 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is ￥34,602
￥39,532 total
includes taxes & fees
Nov 8 - Nov 9
Sag Harbor Inn
An outdoor patio area with string lights, tables, chairs, and a fire pit.

3. The Chequit

The Chequit
3.0 star property
3.8 km from Montclair Colony
9.0 out of 10, Wonderful, (66 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is ￥20,752
￥23,710 total
includes taxes & fees
Nov 4 - Nov 5
The Chequit
Front of property - evening/night

4. 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 ￥31,798
￥36,328 total
includes taxes & fees
Oct 14 - Oct 15
Shelter Island House
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

5. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
5.9 km from Montclair Colony
9.0 out of 10, Wonderful, (663 reviews)
"Great hotel with friendly staff, clean and comfortable rooms, and excellent service — I really enjoyed my stay!"
United States
Antrii
The price is ￥25,454
￥33,594 total
includes taxes & fees
Nov 3 - Nov 4
The Harbor Front Inn
A wooden post with a rope barrier, surrounded by dried plants and a paved path.

6. 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, (344 reviews)
"Loved everything about our stay!"
United States
Melissa
The price is ￥31,888
￥40,382 total
includes taxes & fees
Nov 1 - Nov 2
The Shoals Suites and Slips
A spacious room with wicker furniture, large windows, and a view of the sea.

7. Sound View Greenport

Sound View Greenport
4.0 star property
6.5 km from Montclair Colony
8.4 out of 10, Very good, (749 reviews)
"Great one night stay."
United States
Irene
The price is ￥28,205
￥36,741 total
includes taxes & fees
Nov 4 - Nov 5
Sound View Greenport
A two-story house with a balcony, outdoor seating area, and a variety of plants.

8. Zey Hotel

Zey Hotel
3.5 star property
6.1 km from Montclair Colony
9.2 out of 10, Wonderful, (420 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is ￥26,662
￥30,460 total
includes taxes & fees
Nov 8 - Nov 9
Zey Hotel
A serene landscape with a calm body of water reflecting trees with autumn foliage.

9. 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 ￥29,208
￥33,370 total
includes taxes & fees
Nov 3 - Nov 4
House on Chase Creek
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

10. The Menhaden

The Menhaden
3.5 star property
5.9 km from Montclair Colony
9.6 out of 10, Exceptional, (191 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is ￥54,591
￥68,691 total
includes taxes & fees
Nov 8 - Nov 9
The Menhaden
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, (293 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is ￥38,551
￥48,572 total
includes taxes & fees
Nov 8 - Nov 9
Oyster Estate
Terrace/patio

12. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
6.6 km from Montclair Colony
9.0 out of 10, Wonderful, (295 reviews)
"Great place!"
United States
Christine
The price is ￥26,707
￥48,042 total
includes taxes & fees
Nov 8 - Nov 9
Cliffside Resort Condominiums
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

13. 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 ￥39,626
￥51,591 total
includes taxes & fees
Oct 27 - Oct 28
American Beech Hotel
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, (62 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is ￥37,882
￥43,280 total
includes taxes & fees
Oct 18 - Oct 19
North Fork Resort
A pool area with umbrellas, potted plants, and a pathway leading to a building.

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
6.9 km from Montclair Colony
9.0 out of 10, Wonderful, (311 reviews)
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
United States
Miguel
The price is ￥59,724
￥75,059 total
includes taxes & fees
Nov 8 - Nov 9
Faraway Sag Harbor
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, (163 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
The price is ￥91,911
￥105,562 total
includes taxes & fees
Oct 18 - Oct 19
Topping Rose House
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

17. 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 ￥31,714
￥42,550 total
includes taxes & fees
Nov 8 - Nov 9
The Sagaponack
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

18. 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, (102 reviews)
"Jose was very kind and room #1 is great. Thanks so much"
United States
Jon
The price is ￥46,784
￥53,450 total
includes taxes & fees
Oct 22 - Oct 23
A Room At The Beach
A dining area with a fireplace, bookshelves, and a view of the bar area.

19. Bridgehampton Inn

Bridgehampton Inn
3.5 star property
13.2 km from Montclair Colony
9.4 out of 10, Exceptional, (227 reviews)
"Great place!!!"
United States
Leslie
The price is ￥47,242
￥53,974 total
includes taxes & fees
Oct 22 - Oct 23
Bridgehampton Inn
Living area

20. East Hampton House Resort

East Hampton House Resort
3.0 star property
17.6 km from Montclair Colony
9.0 out of 10, Wonderful, (344 reviews)
"Clean room and Good staff!! 100% recommended!"
United States
James
The price is ￥21,330
￥28,668 total
includes taxes & fees
Nov 2 - Nov 3
East Hampton House Resort
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.
A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

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 Shell Beach.

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

Coecles Harbor

When in Coecles Harbor, you can plan a visit to Gardiner's Bay Country Club and Mashomack Preserve, some noteworthy sights in the nearby area.

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

Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Wades Beach and Shelter Island Historical Society.

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

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.

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 there might not be top attractions in Shorewood, you can explore the larger area and discover places like Wades Beach and Shell Beach.

Top Montclair Colony Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Spa was excellent"
Teresa 2-night trip
Posted 9 hours ago
Water's Edge Resort & Spa

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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