Little Bay Tours and Activities

Plan a trip to see Little Bay

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $1,165, price is now CA $686 per person
CA $686
per person
Oct 20 - Oct 23
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
The hotel itself was nice. There is truly nothing but senior citizens that stay here. We walked in and thought it was a nursing home. I’m not joking there must have been at least 60 70year olds when we walked in. They just take over the entire hotel. Again, the hotel itself is nice, but I think we would stay somewhere else knowing what we know now especially with two teenage boys with us.

Reviewed on Aug. 28, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,736, price is now CA $2,074 per person
CA $2,074
per person
Oct 28 - Oct 31
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug. 21, 2025

The Luxury Collection Hotel Manhattan Midtown

The Luxury Collection Hotel Manhattan Midtown

5 out of 5
Manhattan
Price was CA $1,823, price is now CA $1,135 per person
CA $1,135
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Great location, complimentary water which saved us a lot of money on bottled water! Front desk hooked us up with an upgrade. We requested to have all snacks and drinks removed from our son's room and they didn't do it. He got into the snacks and we were charged $160 super annoying, we knew he would get into the snacks and would have appreciated them doing us a solid by removing the $20 gummy bears

Reviewed on Aug. 17, 2025

Popular places to visit

Orient Beach State Park

4/5(1 review)

You can take time to visit Orient Beach State Park during your travels to Orient. Stroll along the waterfront or discover the area's sunsets.

Orient Beach State Park

Orient Point County Park

Explore the great outdoors at Orient Point County Park, a lovely green space in Orient Point. Stroll along the beaches or discover the area's sunsets.

Orient Point County Park

Oysterponds Historical Society

You can spend time browsing the exhibits at Oysterponds Historical Society during your travels in Orient. While you're in the area, stroll along the beautiful beaches.

Oysterponds Historical Society

Island's End Golf & Country Club

Enjoy a round of golf in Orient at Island's End Golf & Country Club. While you're in the area, stroll along the beautiful beaches.

Island's End Golf & Country Club

Menhadden Lane Beach

Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?

Menhadden Lane Beach

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

Best Lodging Options Near Little Bay

Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach

Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach

Orient
Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach
North Fork Entertainer's Delight!

North Fork Entertainer's Delight!

Orient
North Fork Entertainer's Delight!
Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home

Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home

Orient
Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home
Orient Village — Historic Bayfront Cottage — 2025 Season

Orient Village — Historic Bayfront Cottage — 2025 Season

Orient
Orient Village — Historic Bayfront Cottage — 2025 Season
Greenporter Hotel

Greenporter Hotel

2 out of 5
326 Front St, Greenport, NY
Greenporter Hotel
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
The Harbor Front Inn
Cozy North Fork Home Close to Beaches, Wineries, and Town, Perfect for Families

Cozy North Fork Home Close to Beaches, Wineries, and Town, Perfect for Families

East Marion
Cozy North Fork Home Close to Beaches, Wineries, and Town, Perfect for Families
Arbor View House B&B

Arbor View House B&B

3.5 out of 5
8900 Main Road, East Marion, NY
Arbor View House B&B
The Rams Head Inn

The Rams Head Inn

4 out of 5
108 South Rams Island Drive, Shelter Island Heights, NY
The Rams Head Inn
See all 2,108 properties in Little Bay
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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