Isle of Wight Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Isle of Wight vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Monte Carlo Boardwalk Oceanfront Ocean City
Downtown Ocean City
8.2/10 Very Good! (1,000 reviews)
Aug 30 - Sep 4
5 night stay
Pittsburgh (PIT) to Salisbury (SBY)
American Airlines • Non-stop roundtrip • Coach
Price was $1,202, price is now $1,008 per person
$1,008
per person
found 14 hours ago
Very clean loved the hotel this was our 2nd time coming here . In the boardwalk .. will probably come again … highly recommend.
Reviewed on Jul 17, 2026
2.0-star property
Ocean 1 Hotel and Suites
Downtown Ocean City
8.2/10 Very Good! (749 reviews)
Sep 24 - Sep 28
4 night stay
Orlando (MCO) to Salisbury (SBY)
American Airlines • Non-stop • Coach
Salisbury (SBY) to Orlando (MCO)
Breeze Airways • Non-stop • Coach
Save 100% on your flight
Price was $3,236, price is now $2,403 per person
$2,403
per person
found 1 day ago
The younger girl at the front desk was very helpful and friendly. It was to be welcomed by someone so pleasant and friendly. The ocean front rooms are spacious with nice balconies overlooking the boardwalk and the beach.
Reviewed on Jul 16, 2026
3.0-star property
Grand Hotel Ocean City Oceanfront
Downtown Ocean City
9/10 Wonderful! (3,661 reviews)
Aug 30 - Sep 4
5 night stay
Pittsburgh (PIT) to Salisbury (SBY)
American Airlines • Non-stop roundtrip • Coach
Price was $1,370, price is now $1,120 per person
$1,120
per person
found 14 hours ago
We’ve stayed here more than once , that says it all
Reviewed on Jul 17, 2026
3.0-star property
Ocean Terrace Family Apartments
Downtown Ocean City
8/10 Very Good! (38 reviews)
Oct 1 - Oct 4
3 night stay
Dallas (DFW) to Salisbury (SBY)
American Airlines • Non-stop roundtrip • Coach
Price was $1,389, price is now $1,161 per person
$1,161
per person
found 1 day ago
Greatly enjoyed!!! Will stay again!!!
Reviewed on Jul 11, 2026
3.0-star property
Princess Royale Oceanfront Resort
North Ocean City
8.8/10 Excellent! (2,496 reviews)
Aug 30 - Sep 4
5 night stay
Pittsburgh (PIT) to Salisbury (SBY)
American Airlines • Non-stop roundtrip • Coach
Price was $1,263, price is now $1,064 per person
$1,064
per person
found 14 hours ago
Beautiful view, very helpful staff... we had a great time.
Reviewed on Jul 18, 2026
Top rated hotels for your Isle of Wight vacation package
Princess Royale Oceanfront Resort
Oceanfront on 91st Street Ocean City MD
2.75 mi from city center
$324 nightly
The price is $361 total per night
$361 total
Jul 19 - Jul 20
Total with taxes and fees
Guests of Princess Royale Oceanfront Resort enjoy a full-service spa, an indoor pool, and a 24-hour gym. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. Other amenities at this beach hotel include free WiFi in public areas, meeting rooms, and conference space.
Pool
Spa
Grand Hotel Ocean City Oceanfront
2100 N Baltimore Ave Ocean City MD
Free Cancellation
Reserve now, pay when you stay
3.46 mi from city center
$239 nightly
The price is $268 total per night
$268 total
Jul 19 - Jul 20
Total with taxes and fees
Grand Hotel Ocean City Oceanfront features an indoor pool, an outdoor pool, and a gym. Self parking is available for USD 10 per night. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, securing valuables, and luggage storage. Other amenities at this beach hotel include a sauna, free WiFi in public areas, and meeting rooms.
Pool
Free WiFi
Plim Plaza Hotel
109 North Atlantic Ave. Ocean City MD
Free Cancellation
Reserve now, pay when you stay
4.41 mi from city center
$204 nightly
The price is $228 total per night
$228 total
Aug 17 - Aug 18
Total with taxes and fees
Plim Plaza Hotel features free WiFi in public areas, meeting rooms, and conference space. Free parking is available if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Other amenities at this beach hotel include a seasonal outdoor pool, free newspapers, and a terrace.
Pool
Parking 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.
Explore More Ways to Travel with Travelocity
- Hotels near Planet Maze
- Hotels near Assawoman Bay
- Boutique Hotels in Little Salisbury
- Cheap Hotels in Little Salisbury
- Luxury Hotels in Little Salisbury
- Pet Friendly Hotels in Little Salisbury
- Spa Resorts & in Little Salisbury
- Winery Hotels in Little Salisbury
- Hotels near Jolly Roger Amusement Park
- Adventure Hotels in Ocean Pines
- Arcade Hotels in Ocean Pines
- Golf Resorts & in Ocean Pines
- Hotels with WiFi in Ocean Pines
- Hotels with Restaurants in Ocean Pines
- Hotels with Room Service in Ocean Pines
- Hotels on the Lake in Ocean Pines
- Romantic Getaways & Hotels in Ocean Pines
- Ocean Pines Hotels
- Hotels near Ocean City Boardwalk
- Hotels near The Links at Lighthouse Sound
- Hotels near Seacrets Distilling Company
- Boutique Hotels in Heron Harbour Isle
- Kid Friendly Hotels in Heron Harbour Isle
- Hotels with WiFi in Heron Harbour Isle
- Hotels with an Indoor Pool in Heron Harbour Isle
- Hotels on the Lake in Heron Harbour Isle
- Luxury Hotels in Heron Harbour Isle
- Romantic Getaways & Hotels in Heron Harbour Isle
- Hotels with Shopping in Heron Harbour Isle
- Waterpark Hotels & Resorts in Heron Harbour Isle
- Heron Harbour Isle Hotels
- Boutique Hotels in Sunset Island
- Kid Friendly Hotels in Sunset Island
- Hotels with an Indoor Pool in Sunset Island
- Hotels with Restaurants in Sunset Island
- Pet Friendly Hotels in Sunset Island
- Romantic Getaways & Hotels in Sunset Island
- Waterpark Hotels & Resorts in Sunset Island
- Hotels near Ocean Plaza Mall Shopping Center
- Hotels near Advanced Marina
- Casino Resorts & in Midtown Ocean City
- Business Hotels in Midtown Ocean City
- Hotels with Suites in Midtown Ocean City
- Hotels with Pool in Midtown Ocean City
- Hotels with a Lazy River in Midtown Ocean City
- Hotels with Balconies in Midtown Ocean City
- Hotels with Free Breakfast in Midtown Ocean City
- Hotels with Free Parking in Midtown Ocean City
- Hotels with Hot Tubs in Midtown Ocean City
- Hotels with Kitchenettes in Midtown Ocean City
- Oceanfront Hotels in Midtown Ocean City
- Pet Friendly Hotels in Midtown Ocean City
- Midtown Ocean City Hotels
- Hotels near Maui Golf
- Hotels near Roland E. Powell Convention Center
- Cabin Rentals in Ocean City
- Condo Rentals in Ocean City
- All Inclusive Resorts & in Ocean City
- Beach Resorts & in Ocean City
- Hotels with Hot Tubs in Ocean City
- Ocean City Hotels
- Motels in Ocean City
- Harriet Tubman Museum and Educational Center
- Jolly Roger Amusement Park
- Choptank River Lighthouse
- Pocomoke City Vacations
- Crisfield Vacations
- Midway Shopping Center
- Delmar Vacations
- Frontier Town Water Park and Golf
- Snow Hill Vacations
- Eastern Shore Vacations
- West Ocean City Vacations
- Spocott Windmill
- Cedar Hill Marina
- Salisbury Vacations
- Deal Island Vacations
- Casino at Ocean Downs
- Berlin Vacations
- Maryland Beach
- Easton Vacations
- River Run Golf Club
- Smith Island
- Tylerton Vacations
- Advanced Marina
- Princess Anne Vacations
- Bill Burton Fishing Pier State Park
- Historical Society of Talbot County
- Hurlock Vacations
- Roland E. Powell Convention Center
- Ocean City Vacations
- Cambridge Vacations
- Avis Rental Cars in Ocean Pines
- Enterprise Rental Cars in Ocean Pines
- Fox Rental Cars Rental Cars in Ocean Pines
- Hertz Rental Cars in Ocean Pines
- National Car Rental Rental Cars in Ocean Pines
- Payless Rental Cars in Ocean Pines
- Sixt Rental Cars in Ocean Pines
- Thrifty Car Rental Rental Cars in Ocean Pines
- Hotels in Ocean Pines
- Flights to Ocean City
- Ocean City vacations
- Oceanfront Hotels in Ocean City
- Cheap Hotels in Ocean City
- Hotels in Midtown Ocean City
- Visit Casino at Ocean Downs
- Hotels near Jolly Roger Amusement Park
- Hotels near Seacrets Distilling Company
- Visit Roland E. Powell Convention Center
- Hotels in Ocean City
- Visit Jolly Roger Amusement Park
- Hotels near Roland E. Powell Convention Center
- Pet-friendly Hotels in Ocean City
- Motels in Ocean City
- Hotels near Ocean City Boardwalk
