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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. 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.


The Shore House
West Ocean City
Save 100% on your flight
Price was $3,761, price is now $2,903 per person
$2,903
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Salisbury (SBY)
6.8/10 (598 reviews)
Overall it was perfect for country calling. There’s a shuttle at the hotel next door that we took everyday down to the entrance for $5 cash. The beds were comfortable, clean and the shower water was hot. I almost ended up cancelling though because during the off season it is nearly impossible to reach the hotel!! I called probably 10 times and couldn’t get an answer on my booking until Expedia themselves contacted me about changing the days we were staying. While the location was great, convenient and good for the price for country calling, the lack of communication was just shocking. As someone who travels often this customer service really needs to improve or I think sales will really suffer.
Reviewed on Oct 5, 2025

Miramar Condominiums
Downtown Ocean City
Price was $1,426, price is now $1,155 per person
$1,155
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Salisbury (SBY)
9.4/10 Exceptional! (15 reviews)
Stayed in unit 505 and it was beautiful! We loved it!
Reviewed on Aug 23, 2025

Ocean 1 Hotel and Suites
Downtown Ocean City
Price was $949, price is now $795 per person
$795
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
St. Louis (STL) to Salisbury (SBY)
8.2/10 Very Good! (695 reviews)
Pros: The hotel itself was fine, with great staff who were friendly and accommodating.
Cons: Parking leaves much to be desired. Spaces are extremely limited, and if you do manage to find one, they’re very tight. My bigger issue, though, was the construction directly in front of the hotel. While I understand this isn’t the hotel’s fault, it significantly impacted the overall experience. During the day, large equipment was constantly in use, and at night, huge generators ran nonstop. The noise was so overwhelming that you couldn’t even hear the ocean. On top of that, the construction obstructed the views—rather than looking out at the water, you were staring at metal structures the entire time. Any construction needs to be disclosed to customers prior to booking any accommodations.
Reviewed on Nov 29, 2025

Boardwalk One
Downtown Ocean City
Price was $772, price is now $648 per person
$648
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Salisbury (SBY)
7.4/10 Good! (170 reviews)
Got better than what I expected for the price. Front desk ladies were happy & helpfully. Only thing that would be nice would be some type of dimmer lights for night, outlets near beds & softer beds. Will definately be staying here again! Full kitchen with full size fridge saved us $ not having to eat out. It's like a hotel sized condo.
Reviewed on Oct 1, 2025
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Hampton Inn & Suites Salisbury/Fruitland
304 Prosperity Lane Fruitland MD
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $109 total per night from Jan 25 to Jan 26
$109 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
Room was fine..I was not cleaned the second day we were there. The breakfast is just ok..it could use a bit more variety to also accommodate vegans/vegetarians
Reviewed on Jan 5, 2026

Courtyard by Marriott Salisbury
128 Troopers Way Salisbury MD
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $120 total per night from Jan 19 to Jan 20
$120 total
Jan 19 - Jan 20
Total with taxes and fees
8.4/10 Very Good! (968 reviews)
The staff were wonderful, accommodating, and understanding. The room was amazing and spacious, housekeepers were friendly, and the little make shift animal was the most adorable thing ever. The bed and pillows are super soft, like floating on clouds. This was the best homecation ever and will be ...
Reviewed on Dec 29, 2025

Key West Cottages
4251 Main Street Chincoteague VA
$111 nightly
The price is $125 total per night from Jan 12 to Jan 13
$125 total
Jan 12 - Jan 13
Total with taxes and fees
9.8/10 Exceptional! (497 reviews)
Check in was a breeze the front desk agent was very friendly and resourceful! The cottage was amazing and clean ! Would definitely recommend
Reviewed on Jan 5, 2026
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 and Great Hope Golf Course |
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