Title: Princess Anne Vacation Packages & Trips 2026 from CA $936 | 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. ![Sahara Motel](https://images.trvl-media.com/lodging/91000000/90730000/90727700/90727609/df290b50_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sahara Motel Downtown Ocean City CA $936 per person May 24 - May 30 found 12 hours ago Roundtrip flight included Toronto (YYZ) to Salisbury (SBY) 7.8/10 Good! (520 reviews) I was very happy with our room - loved being on the first floor. I plan to return next time I come to the beach. Reviewed on Oct 31, 2025 ![Harrison Hall Hotel](https://images.trvl-media.com/lodging/2000000/1570000/1565700/1565684/999722a4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harrison Hall Hotel Downtown Ocean City CA $1,008 per person May 24 - May 30 found 12 hours ago Roundtrip flight included Toronto (YYZ) to Salisbury (SBY) 7.4/10 Good! (1,000 reviews) Staff was very nice and accommodating. Reviewed on Jan 29, 2026 ![Bonita Beach Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1117700/1117697/a7ba547d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bonita Beach Hotel North Ocean City CA $1,062 per person May 24 - May 30 found 12 hours ago Roundtrip flight included Toronto (YYZ) to Salisbury (SBY) 7.8/10 Good! (1,210 reviews) Fairly clean In October fairly quiet Only issue was door to get in till we talked to the front desk. But they will be renovating & fixing door handles Reviewed on Oct 19, 2025 ![Crystal Beach Hotel](https://images.trvl-media.com/lodging/5000000/4590000/4584500/4584433/84b96548_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Crystal Beach Hotel Downtown Ocean City CA $1,121 per person May 24 - May 30 found 12 hours ago Roundtrip flight included Toronto (YYZ) to Salisbury (SBY) 8.2/10 Very Good! (1,342 reviews) Very clean, great location and great staff Reviewed on Mar 22, 2026 ![Red Roof Inn & Suites Chestertown](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/799945fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Red Roof Inn & Suites Chestertown CA $1,015 per person May 24 - May 30 found 12 hours ago Roundtrip flight included Toronto (YYZ) to Salisbury (SBY) 7.2/10 Good! (429 reviews) Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish. Reviewed on Jan 16, 2026 ## Ready to book your vacation to Princess Anne? Choose your dates ## Princess Anne Hotel Deals ![Econo Lodge Princess Anne](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/89e61f2a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Econo Lodge Princess Anne 10936 Market Lane US 13 Princess Anne MD Fully refundableReserve now, pay when you stay CA $105 CA $117 total Mar 31 - Apr 1 includes taxes & fees 6.6/10 (676 reviews) The first room we were given the beds were dirty and the soap was used. we were moved to a different room that was ok. 2 stars at best Reviewed on Mar 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=31%2F03%2F2026&endDate=01%2F04%2F2026&selected=26336&PinnedHotelID=26336&HadPinnedHotel=true®ionId=148385) ![Key West Cottages](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/2b19b712_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Key West Cottages 4251 Main Street Chincoteague VA 9.8/10 Exceptional! (529 reviews) Everything was super easy an efficient. Perfect little spot for a getaway weekend Reviewed on Mar 22, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=21381363&PinnedHotelID=21381363&HadPinnedHotel=true®ionId=148385) [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=21381363&PinnedHotelID=21381363&HadPinnedHotel=true®ionId=148385) ![Blufin Bungalows & Marina](https://images.trvl-media.com/lodging/102000000/101120000/101115100/101115056/137bc540_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Blufin Bungalows & Marina 2477 Main St Chincoteague VA 9.6/10 Exceptional! (213 reviews) Everything at the bungalow was really nice, perfect scenery, nice and clean, check in was real easy. Only one issue, I did not see online where it said you could not fish in front of your bungalow, I only saw the sign when I pulled up to it. I think you should let people know online before you book ... Reviewed on Mar 23, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=101115056&PinnedHotelID=101115056&HadPinnedHotel=true®ionId=148385) [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=101115056&PinnedHotelID=101115056&HadPinnedHotel=true®ionId=148385) [See all 789 properties in Princess Anne](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F03%2F2026&endDate=26%2F03%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