Title: Princess Anne Vacation Packages & Trips 2025/2026 from CA $904 | 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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?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. ![The Americana Hotel](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279694/fc3af3e9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Americana Hotel Downtown Ocean City CA $904 per person Dec 29 - Jan 1 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Salisbury (SBY) 8.6/10 Excellent! (1,080 reviews) We had a roach with eggs on it in the sink and also a mouse visiting each night of the 6 nights we stayed. The mouse kept getting into out snaks Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-01/?FromAirport=YYZ&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13279694&paandie=true&dealMarker=B651NWoOhbc-39bVnZnCkkgYwnrgwvZovY3j5XZ6CDi2iZ_AdNRrctpSnlrDOrHs) ![Club Ocean Villas II](https://images.trvl-media.com/lodging/63000000/62980000/62974900/62974891/fdc6bf96_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Club Ocean Villas II North Ocean City CA $1,120 per person Dec 29 - Jan 1 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Salisbury (SBY) 8.6/10 Excellent! (58 reviews) Did not like the outdated furniture, small televisions and the hot tub wasn’t sanitized until the next day. Notified office told them hot tub cover was not on and they said they were waiting for a new cover to come in. Pools don’t open until 10 There were ants on the counter tops and the first night we were locked out . Staff said they had us listed as checked out . We did get new cards immediately. We have stayed in the condos for over 30 years Disappointed especially for paying g what we paid Reviewed on Jul 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-01/?FromAirport=YYZ&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=62974891&paandie=true&dealMarker=B651NWoOhbc-39bVnZnCkkgYwnrgwvZovY3j5XZ6CDga7DIZ4wFMzoftyOqaIIJq) ![Americana Condos 10th street](https://images.trvl-media.com/lodging/65000000/64560000/64555700/64555604/105643e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Americana Condos 10th street Downtown Ocean City CA $1,367 per person Dec 29 - Jan 1 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Salisbury (SBY) 8.4/10 Very Good! (19 reviews) straight fire, definitely going back Reviewed on Jun 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-01/?FromAirport=YYZ&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=64555604&paandie=true&dealMarker=B651NWoOhbc-39bVnZnCkkgYwnrgwvZovY3j5XZ6CDgnyVWDFhdbsZKYaIpb-pPG) ![OCHG Ocean Block 7-11](https://images.trvl-media.com/lodging/105000000/104270000/104261200/104261188/62657a02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OCHG Ocean Block 7-11 Downtown Ocean City CA $1,410 per person Dec 29 - Jan 1 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Salisbury (SBY) 8/10 Very Good! (5 reviews) The house was clean and spacious. The kitchen was well stocked with plates, cups, mugs, and silverware but other than that it was pretty bare bones throughout. From reading reviews beforehand, we brought a lot of items with us which helped a lot- towels, hand soap, oven mitts, cooking supplies, laundry detergent, dishwasher detergent, etc. Some of the furniture is falling apart but the house was very clean and the beds were comfortable and it was great having 2 bathrooms and the layout is spacious and we were able to walk to the festival grounds at the end of the boardwalk. If you bring the extra items you need and aren’t looking for luxury, then it’s a great place to stay and it’s right off the boardwalk and with free parking. Reviewed on Sep 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-01/?FromAirport=YYZ&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104261188&paandie=true&dealMarker=B651NWoOhbc-39bVnZnCkkgYwnrgwvZovY3j5XZ6CDiyC3Dvxn9pDLltP5GROAfQ) ![OCHG Townhouse 102 10](https://images.trvl-media.com/lodging/105000000/104540000/104533500/104533421/3a1227a2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OCHG Townhouse 102 10 Downtown Ocean City CA $1,075 per person Dec 29 - Jan 1 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Salisbury (SBY) 8.4/10 Very Good! (5 reviews) Parking was a little tight but to be expected! Couches smelt bad and not the cleanest! But other then that not bad for a long weekend getaway! Reviewed on Sep 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-01/?FromAirport=YYZ&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104533421&paandie=true&dealMarker=B651NWoOhbc-39bVnZnCkkgYwnrgwvZovY3j5XZ6CDjfbzZ5HCXRhKP8ezHninQd) ## 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/1000000/30000/26400/26336/820cd1cf_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 $114 CA $126 total Oct 26 - Oct 27 includes taxes & fees 6.4/10 (649 reviews) "breakfast was kinda light" Reviewed on Oct 2, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=26336&PinnedHotelID=26336&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 $126 CA $141 total Oct 22 - Oct 23 includes taxes & fees 6.4/10 (865 reviews) "Didn't get a chance to eat breakfast." Reviewed on Oct 11, 2025 [](https://expedia.ca/Hotel-Search?startDate=22%2F10%2F2025&endDate=23%2F10%2F2025&selected=24345&PinnedHotelID=24345&HadPinnedHotel=true®ionId=148385) ![Waterside Inn](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/43b08add_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Waterside Inn 3761 Main St, Chincoteague, VA Fully refundableReserve now, pay when you stay CA $86 CA $96 total Oct 26 - Oct 27 includes taxes & fees 8.8/10 Excellent! (1,018 reviews) "Our 2nd visit. Love the hotel and the staff. It’s very peaceful and welcoming. Breakfast was great, room was wonderful. Hope to be back again someday!" Reviewed on Oct 13, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=1615555&PinnedHotelID=1615555&HadPinnedHotel=true®ionId=148385) [See all 808 properties in Princess Anne](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=21%2F10%2F2025&endDate=22%2F10%2F2025®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 ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAE+klEQVR4Xu3bMZbiOBCAYfXrgHCOwFE4mnw0juIjTEjA61qqVFLJxsNuBbMB/H8CiJI+Z8Y9b4r8D5X9wt8IJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKkm5F52nXV1Kb/kxxemqS+Ra596LFX57TOjGieDgICAtM66CgICskNqfBJHpG2/yE1fxomGnNpALI22Z4GAgIBoILE0AgHxWevUkOMTDxpTlm8cgewCASkgIB7ILhCfLY9H7DH86Fufui277Yus+h4EpID04QIyAtH3ICAli1ixfZwo+kdvQw6mQEA8EBCQ/RQIiLdHIt++tH2WI37bv05LenVf02aQOBFEA9EXEBALJE4E0e5+1OjcZm37tZya++elXTVOBjlY2lXjZJCDpV01TgY5WNpV42SQg6VdNU4GOVjaVeNkkIOlXTVOnpDjlmmf3tC/t18P5FUgPZBtIHMgPZBtIHPvjPzocSfdXvTEpT9Pn/RlIDblbpmQm346908eCIgH0gIBiUBARE/0/zZ8fKJmS/aIbfmJeimz6xv70OYTCIiAgID0QEDuOhGzut0fnm3J3aJLhsyXsrQdF7n1zXHbBwEBAemBtHSjBwIyI7F929PSODM26st2CqQHAgICAtJ6Wvp4xLq1nd9697btdvf2qdpmrm3mrO+XYs/mtnE7pYEICIiAgDxNaSDy8Yi8mp1PHNnU2i9ltzQFYoGAgAgICEhri2g/etjp8c3jxHs72lzRJUv/wm2dxqZlmnoOxAIBmaaeA7FAQKap594V0dmiz9PbfsbS2gbsxGtH7FLsQXyu9t0gINbSvr9sFkH6bhAQa2nfXzaLIH33myIxe5FbG7QnZbuh29KYmhF/nvbbftk/m2sgICAgIJZPVT9WQEAGIrp9ng1E+97+EijlPE1ZY+MIxJZ0PwiINzaOQGxJ94OAeGPj6C0R0e2GWH6i9O2nthTNrk/5krtxVLwVEBABAQEZJ4FoH474Fz9+RnyhXRURWfuJX+ObVYerxEYQEA8EBAQE5D8hpdhfuIueOGb9Hl/UXfWltnlzdcr78Xt8/xyBCAiIBwKyC0RA2klfut1OHK5sT1zalOiJA/FLObVP20BAQNpuEJCnQEDu4+5tjRPttn/pyzblj9iGWLpU/B4/lkYgICAgGggISG+PxKyvLuXphj6WvLi68Utge8EgICAgICAgf0b2+b8m93xKL6W7ImuMPzrFeREICEiMFxCQORCQg9y1E61VXX/qthyp7etrQ2xqCgTkIBCQFsirQD4B8ROjc1vyE22757d9P7EoYrf9a9+4DcQCmQMBKSAWiPXpSI1P9odqGTf0i9z0hu5T84mWbxxLr+7xNT6BtEBABAQEpOUbx9KnIHH3VuSu7wMZ233qOJEVBEQDeREIiAfyoo9GagyE6/mUTL8EvO1GEBAQ/QYExAIRkH9DpG23bnr3timtP2KP3ZYvrfpSYxkEBGTKl1Z9qbEMAgIy5UurvtRYfl8kckSae+nLLxG7FK/GIggIyCYQkFgEAfHt0VlXl/b+0raf25Q9T/svgVF3x9WNQEBAeiACsg0E5O8FkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFTvg/wDUZTRxKWbJrIAAAAASUVORK5CYII=)