Exclusive Jackson Island Vacation Deals
Jackson Island vacation package deals
Price found within the past 48 hours. Click for updated prices.
Econo Lodge Pocomoke City Hwy 13
Price was CA $1,177, price is now CA $1,055 per person
CA $1,055
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Pocomoke City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Chesapeake Forest - Dunn Swamp Complex and Newtown Park are located nearby.
Grand Hotel Ocean City Oceanfront
Downtown Ocean City
Price was CA $1,443, price is now CA $1,234 per person
CA $1,234
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.
Boardwalk One
Downtown Ocean City
Price was CA $1,304, price is now CA $1,123 per person
CA $1,123
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
Book a stay at this beach aparthotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Cypress River Inn & Spa
Price was CA $2,214, price is now CA $1,959 per person
CA $1,959
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
Book a stay at this luxury B&B in Snow Hill. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Worcester County Library Snow Hill Branch and Bishop's Stock Fine Art, Craft & Wine are located nearby.
Miramar Condominiums
Downtown Ocean City
Price was CA $2,385, price is now CA $2,114 per person
CA $2,114
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.
Bethany Beach Ocean Suites Residence Inn by Marriott
Downtown Bethany Beach
Price was CA $1,540, price is now CA $1,366 per person
CA $1,366
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
Book a stay at this beach hotel in Bethany Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bethany Beach Bandstand and Bethany Beach Boardwalk are located nearby.
Top Jackson Island hotel deals
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Saxis VA
Stay at this cottage in Saxis. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Langford Sand and Big Island are located nearby.
Kitchen
Washer
Econo Lodge Princess Anne
10936 Market Lane US 13 Princess Anne MD
Free cancellation
Reserve now, pay when you stay
The price is CA $105 per night
CA $105
CA $117 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this business-friendly motel in Princess Anne. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Manokin Historic District and Teackle Mansion are located nearby.
Pool
Breakfast included
Best Western Plus Pocomoke City
125 Newtowne Blvd Pocomoke City MD
The price is CA $128 per night
CA $128
CA $142 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Pocomoke City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pocomoke Branch - Worcester County Library and Costen House Museum are located nearby.
Pool
Breakfast included
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.