Montclair Colony, NY

Shelter Island

Popular places to visit

Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

Gardiner's Bay Country Club

Mashomack Preserve

Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.

Mashomack Preserve

Shell Beach

Why not spend a carefree afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Shell Beach

Shelter Island Whale's Tail

You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area.

Shelter Island Whale's Tail

Shelter Island Historical Society

4/5(1 review)

You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

Shelter Island Historical Society

Wades Beach

Why not spend a carefree afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Wades Beach

Things to do

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

￥22,991
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
See all activities in Shelter Island

Montclair Colony Hotel Deals

Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
The price is ￥12,710 per night from Jun 29 to Jun 30
￥12,710
￥14,616 total
Jun 29 - Jun 30
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (978 reviews)
"Great location."

Reviewed on Jun 19, 2025

Pier Blue Inn Old Saybrook - Essex
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
The price is ￥87,508 per night from Jul 1 to Jul 2
￥87,508
￥109,978 total
Jul 1 - Jul 2
includes taxes & fees
Stay at this 4-star hotel in Sag Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (253 reviews)
So beautiful
"My husband and i travel from Az to celebrate our 25th anniversary! Hotel was absolutely beautiful, clean comfortable and staff was super friendly. Would definitely recommend and will be staying again!"

Reviewed on Jun 18, 2025

Baron's Cove
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
The price is ￥52,461 per night from Jul 6 to Jul 7
￥52,461
￥63,253 total
Jul 6 - Jul 7
includes taxes & fees
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,000 reviews)
"Enjoyed. Pool"

Reviewed on Jun 16, 2025

Saybrook Point Resort & Marina
Hyatt Place Long Island East End
Hyatt Place Long Island East End
3 out of 5
451 East Main Street, Riverhead, NY
The price is ￥33,747 per night from Jun 30 to Jul 1
￥33,747
￥38,557 total
Jun 30 - Jul 1
includes taxes & fees
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,004 reviews)
"great location for walkable dining options and a short drive to the many wineries, we would stay again."

Reviewed on Jun 13, 2025

Hyatt Place Long Island East End
Sag Harbor Inn
Sag Harbor Inn
3.5 out of 5
45 West Water Street, Sag Harbor, NY
The price is ￥61,106 per night from Jun 22 to Jun 23
￥61,106
￥69,813 total
Jun 22 - Jun 23
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Sag Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (526 reviews)
"Great hotel. Clean and comfortable with doors opening to a terrace with pool view. Breakfast was good and staff were friendly. Walk to town"

Reviewed on Jun 10, 2025

Sag Harbor Inn
Greenporter Hotel
Greenporter Hotel
2 out of 5
326 Front St, Greenport, NY
Stay at this hotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (116 reviews)
Staff is awesome!!
"The staff was the best part if the hotel. They were super nice and very helpful from before the arrival when our flight was canceled until departure on the last day! The unit was laid out well with minimalism. The beds were surprisingly comfortable for all of us. The lighting was a bit poor for our ..."

Reviewed on Jun 20, 2025

Get rates
Greenporter Hotel
See all 4,003 properties in Montclair Colony
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.

Other neighborhoods around Montclair Colony

Default Image

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.

Menantic Creek
Default Image

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 Crescent Beach and Sunset Beach.

Silver Beach
Default Image

Shorewood

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

Shorewood
Default Image

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.

Coecles Harbor
Default Image

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.

Hay Beach

Montclair Colony, NY