Montclair Colony Travel Guide

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 care-free 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

You can spend time browsing 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 care-free 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

Rp2.595.993
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
See all activities in Shelter Island

Top hotels in Montclair Colony

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 Rp1.426.539 per night from 29 Jun to 30 Jun
Rp1.426.539
Rp1.640.520 total
29 Jun - 30 Jun
includes taxes & fees
Stay at this hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...
7.6/10 Good! (978 reviews)
"Great location."

Reviewed on 19 Jun 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 Rp8.018.133 per night from 29 Jun to 30 Jun
Rp8.018.133
Rp10.076.776 total
29 Jun - 30 Jun
includes taxes & fees
Stay at this 4-star hotel in Sag Harbor. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their 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 18 Jun 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 Rp5.888.163 per night from 7 Jul to 8 Jul
Rp5.888.163
Rp7.099.409 total
7 Jul - 8 Jul
includes taxes & fees
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free Wi-Fi, 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 16 Jun 2025

Saybrook Point Resort & Marina
Sound View Greenport
Sound View Greenport
4 out of 5
58775 County Rd 48, Greenport, NY
The price is Rp6.954.788 per night from 23 Jul to 24 Jul
Rp6.954.788
Rp8.788.815 total
23 Jul - 24 Jul
includes taxes & fees
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
8.4/10 Very Good! (529 reviews)
"Fantastic. Highly recommend!"

Reviewed on 21 Jun 2025

Sound View Greenport
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 Rp3.722.119 per night from 30 Jun to 1 Jul
Rp3.722.119
Rp4.252.521 total
30 Jun - 1 Jul
includes taxes & fees
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free Wi-Fi, free parking and a marina. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,003 reviews)
"great location for walkable dining options and a short drive to the many wineries, we would stay again."

Reviewed on 13 Jun 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 Rp6.886.740 per night from 24 Jun to 25 Jun
Rp6.886.740
Rp7.868.102 total
24 Jun - 25 Jun
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Sag Harbor. Enjoy free breakfast, free Wi-Fi 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 10 Jun 2025

Sag Harbor Inn
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 neighbourhoods around Montclair Colony

Default Image

Menantic Creek

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

Menantic Creek
Default Image

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.

Silver Beach
Default Image

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 Shell Beach and Mashomack Preserve.

Shorewood
Default Image

Coecles Harbor

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

Coecles Harbor
Default Image

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.

Hay Beach

Montclair Colony Travel Guide