Jackson Island Tours and Activities

Plan a trip to see Jackson Island

Price found within the past 48 hours. Click for updated prices.
The Americana Hotel

The Americana Hotel

2.5 out of 5
Downtown Ocean City
Price was CA $852, price is now CA $766 per person
CA $766
per person
Apr 23 - Apr 27
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.6/10 Excellent! (1,118 reviews)
The room was comfortable and the staff was friendly and accommodating

Reviewed on Feb 8, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was CA $1,072, price is now CA $928 per person
CA $928
per person
Apr 23 - Apr 27
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
9/10 Wonderful! (3,316 reviews)
Really good and nice

Reviewed on Feb 13, 2026

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
Downtown Ocean City
Price was CA $1,030, price is now CA $915 per person
CA $915
per person
Apr 23 - Apr 27
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
9/10 Wonderful! (1,588 reviews)
The staff were very courteous. The room was mostly clean (under the dresser was very dusty, and there was lots of trash), but otherwise the views were great, and the room was very comfortable. If I have the chance, I will return.

Reviewed on Feb 3, 2026

Popular places to visit

Hazard Island

Commune with nature and explore the great outdoors at Hazard Island during your travels in Westover.

Hazard Island

Pat Island

Commune with nature and explore the great outdoors at Pat Island during your travels in Westover.

Pat Island

Fairmount State Wildlife Management Area

Explore the great outdoors at Fairmount State Wildlife Management Area, a lovely green space in Westover.

Fairmount State Wildlife Management Area

McCready Health Pavilion

Though McCready Health Pavilion might be what brings you to town, perhaps you'll have a chance to explore more of Crisfield while you are here.

McCready Health Pavilion

Edward W. McCready Memorial Hospital

Though Edward W. McCready Memorial Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Crisfield while you are here.

Edward W. McCready Memorial Hospital

Mine Island

Commune with nature and explore the great outdoors at Mine Island during your travels in Westover.

Mine Island

Best Lodging Options Near Jackson Island

Home of the Terrapin King

Home of the Terrapin King

Crisfield MD
Home of the Terrapin King
Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

2.5 out of 5
125 Newtowne Blvd Pocomoke City MD
Best Western Plus Pocomoke City
Cabin at Holdens Creek on Eastern Shore of VA

Cabin at Holdens Creek on Eastern Shore of VA

Temperanceville VA
Cabin at Holdens Creek on Eastern Shore of VA
Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD

2 out of 5
1540 Ocean Hwy Pocomoke City MD
Motel 6 Pocomoke City, MD
Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

2.5 out of 5
304 Prosperity Lane Fruitland MD
Hampton Inn & Suites Salisbury/Fruitland
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
Key West Cottages
The Charlotte Hotel & Restaurant

The Charlotte Hotel & Restaurant

3.5 out of 5
7 North Street Onancock VA
The Charlotte Hotel & Restaurant
The purple door at the bay.

The purple door at the bay.

Greenbackville VA
The purple door at the bay.
Sun Rayes - Pet friendly; Waterfront w/ Boat dock!

Sun Rayes - Pet friendly; Waterfront w/ Boat dock!

Greenbackville VA
Sun Rayes - Pet friendly; Waterfront w/ Boat dock!
See all 1,043 properties in Jackson Island
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now