Title: Princess Anne Vacation Packages & Trips 2026 from CA $641 | Expedia.ca [Hotels in Princess Anne](https://expedia.ca/Princess-Anne-Hotels.d148385.Travel-Guide-Hotels)[Vacation Rentals in Princess Anne](https://expedia.ca/Princess-Anne-Vacation-Rentals.d148385.Travel-Guide-VacationRentals)[Princess Anne Car Rentals](https://expedia.ca/Car-Rentals-In-Princess-Anne.d148385.Car-Rental-Guide) ![](https://images.trvl-media.com/place/148385/205c3bf2-4444-43c8-94c9-aefa6641ff7e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Princess Anne Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Princess Anne Vacation Well known for its rich history and coastal scenery, Princess Anne is a fabulous getaway destination. Lock in one of our Princess Anne vacation packages and enjoy all that this lively city has to offer. If some sightseeing is on your list of things to do during your trip to Princess Anne, check out major attractions like [University of Maryland Eastern Shore](https://www.expedia.ca/University-Of-Maryland-Eastern-Shore-Princess-Anne.d6225385.Vacation-Attraction). A couple of quick clicks is all it takes to put together the ideal Princess Anne vacation on Expedia. ## Top Princess Anne Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Grand Hotel Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Hotel Ocean City Oceanfront Downtown Ocean City CA $641 per person Mar 21 - Mar 23 found 19 hours ago Roundtrip flight included Toronto (YYZ) to Salisbury (SBY) 9/10 Wonderful! (3,316 reviews) The only place we stay when we go to Ocean City. Great location, plenty of parking, friendly staff, good food, 2 arcade areas! On the boardwalk, far enough from the inlet crowds, but a nice walk. Great beach location & views. Reviewed on Feb 1, 2026 ## Ready to book your vacation to Princess Anne? Choose your dates ## Princess Anne Hotel Deals ![Key West Cottages](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/804dccfc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Key West Cottages 4251 Main Street Chincoteague VA 9.8/10 Exceptional! (505 reviews) Love the resort! Reviewed on Jan 21, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=21381363&PinnedHotelID=21381363&HadPinnedHotel=true®ionId=148385) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=21381363&PinnedHotelID=21381363&HadPinnedHotel=true®ionId=148385) ![Best Western Salisbury Plaza](https://images.trvl-media.com/lodging/1000000/30000/24400/24345/w3840h2556x0y4-a75b7a87_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Salisbury Plaza 1735 N Salisbury Blvd Salisbury MD Fully refundableReserve now, pay when you stay CA $115 CA $129 total Feb 9 - Feb 10 includes taxes & fees 6.4/10 (897 reviews) It was a wonderful stay the evening and over nigjt staff was brilliant Reviewed on Jan 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=24345&PinnedHotelID=24345&HadPinnedHotel=true®ionId=148385) ![Hampton Inn & Suites Salisbury/Fruitland](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/578c88da_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Salisbury/Fruitland 304 Prosperity Lane Fruitland MD Fully refundableReserve now, pay when you stay CA $136 CA $152 total Feb 22 - Feb 23 includes taxes & fees 9/10 Wonderful! (1,000 reviews) Clean room, courteous staff, and a delicious breakfast buffet. I’ll definitely be staying there again on business! Reviewed on Feb 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=2211931&PinnedHotelID=2211931&HadPinnedHotel=true®ionId=148385) [See all 777 properties in Princess Anne](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=148385) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app