Title: Princess Anne Vacation Packages 2026 from $643 | Expedia.com [Princess Anne Travel Guide](https://expedia.com/Princess-Anne.dx148385)[Hotels in Princess Anne](https://expedia.com/Princess-Anne-Hotels.d148385.Travel-Guide-Hotels)[Vacation Rentals in Princess Anne](https://expedia.com/Princess-Anne-Vacation-Rentals.d148385.Travel-Guide-VacationRentals)[Flights to Princess Anne](https://expedia.com/Cheap-Flights-To-Princess-Anne.d148385.Travel-Guide-Flights)[Car Rentals in Princess Anne](https://expedia.com/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 Vacations from $643 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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.com/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. ## The Latest Princess Anne vacation packages Price found within the past 48 hours. Click for updated prices. ![Hyatt Place Kent Narrows & Marina](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/d7f9ddda_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Kent Narrows & Marina $643 per person Apr 29 - May 3 found 24 hours ago Roundtrip flight included New York (NYC) to Salisbury (SBY) 9.6/10 Exceptional! (718 reviews) What a great place to stay. Staff is friendly. Property is clean. Rooms are spacious. Will definitely be back! Reviewed on Feb 15, 2026 ![Americana Condos 10th street](https://images.trvl-media.com/lodging/65000000/64560000/64555700/64555604/0a3e0301_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Americana Condos 10th street Downtown Ocean City $1,397 per person May 25 - May 31 found 6 hours ago Roundtrip non-stop flight included Chicago (CHI) to Salisbury (SBY) 8.4/10 Very Good! (19 reviews) straight fire, definitely going back Reviewed on Jun 21, 2025 ![Beach Walk](https://images.trvl-media.com/lodging/91000000/90730000/90727900/90727853/4637cad0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beach Walk Downtown Ocean City $826 per person May 25 - May 31 found 6 hours ago Roundtrip non-stop flight included Chicago (CHI) to Salisbury (SBY) 7.6/10 Good! (95 reviews) Everything was exactly what you would expect for a budget friendly room, only complaint was that the steps and porch going to 3rd floor was sketchy and theres a large soft spot on 3rd floor side landing Reviewed on Oct 17, 2025 ![Grand Hotel Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/7811430e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Hotel Ocean City Oceanfront Downtown Ocean City $984 per person May 21 - May 24 found 19 hours ago Roundtrip non-stop flight included New York (NYC) to Salisbury (SBY) 9/10 Wonderful! (3,446 reviews) Clean room and facility. Parking lot was for larger SUVS but that was not enforced and we had to park on street as our vehicle would not fit in parking garage. When checking in it seemed to be a bother and no apologies for lack of parking in February, hate to think what it would be like in summer. I merely asked where we could park. Never got an enjoy your stay or explanation of facilities. The checkout was polar opposite pleasant and asked about our stay and hoped we would return Reviewed on Mar 12, 2026 Don't see what you're looking for? See all available trips from Pretty Prairie to Princess Anne [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-16/2026-04-23/?FromAirport=Pretty%20Prairie,%20Kansas,%20United%20States%20of%20America&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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 $76 nightly $85 total Mar 23 - Mar 24 Total with taxes and fees 6.6/10 (673 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.com/Hotel-Search?startDate=3%2F23%2F2026&endDate=3%2F24%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 $119 nightly $134 total Mar 22 - Mar 23 Total with taxes and fees 9.8/10 Exceptional! (523 reviews) Great spot Reviewed on Mar 15, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%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 $159 nightly $179 total Mar 18 - Mar 19 Total with taxes and fees 9.6/10 Exceptional! (211 reviews) Garrett went out of his way to make sure the heat and water worked during the cold season Reviewed on Feb 8, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F18%2F2026&endDate=3%2F19%2F2026&selected=101115056&PinnedHotelID=101115056&HadPinnedHotel=true®ionId=148385) [See all 787 properties in Princess Anne](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F17%2F2026&endDate=3%2F18%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. ## Find the Best Princess Anne Vacation Packages ## Princess Anne Essential Information | Language | English | | --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Salisbury - Ocean City Wicomico Regional Airport (SBY) | | Population | 3,300 | | Max Temp Winter | 45ºF | | Max Temp Summer | 80ºF | | Top Sights | [University of Maryland Eastern Shore](https://www.expedia.com/University-Of-Maryland-Eastern-Shore-Princess-Anne.d6225385.Vacation-Attraction) and [Great Hope Golf Course](https://www.expedia.com/Great-Hope-Golf-Course-Westover.d553248621532662319.Vacation-Attraction) | ## More vacations you might like 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