
Princess Anne Vacations from $687
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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.

Boardwalk One
Downtown Ocean City
Price was $769, price is now $687 per person
$687
per person
Mar 24 - Mar 27
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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

The Shore House
West Ocean City
Price was $2,220, price is now $1,801 per person
$1,801
per person
Mar 24 - Mar 27
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $1,201, price is now $1,032 per person
$1,032
per person
Mar 24 - Mar 27
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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

Beach Walk
Downtown Ocean City
Price was $2,188, price is now $1,927 per person
$1,927
per person
Mar 24 - Mar 27
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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

Kings Arms Motel
Downtown Ocean City
Price was $1,508, price is now $1,348 per person
$1,348
per person
Mar 24 - Mar 27
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
7.6/10 Good! (220 reviews)
The staff was so helpful and made sure we had plenty of towels. They even let us check in early since we arrived in town before our checkout time. Great location, and very clean.
Reviewed on Oct 6, 2025
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Key West Cottages
4251 Main Street Chincoteague VA
$119 nightly
The price is $134 total per night from Feb 3 to Feb 4
$134 total
Feb 3 - Feb 4
Total with taxes and fees
9.8/10 Exceptional! (505 reviews)
Love the resort!
Reviewed on Jan 21, 2026

Best Western Salisbury Plaza
1735 N Salisbury Blvd Salisbury MD
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Feb 4 to Feb 5
$94 total
Feb 4 - Feb 5
Total with taxes and fees
6.4/10 (897 reviews)
It was a wonderful stay the evening and over nigjt staff was brilliant
Reviewed on Jan 23, 2026

Hampton Inn & Suites Salisbury/Fruitland
304 Prosperity Lane Fruitland MD
$98 nightly
The price is $109 total per night from Feb 8 to Feb 9
$109 total
Feb 8 - Feb 9
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
Generally, a good place to stay.
Reviewed on Jan 22, 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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