
Princess Anne Vacations from $741
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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 $891, price is now $741 per person
$741
per person
Feb 1 - Feb 8
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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
Save 100% on your flight
Price was $4,346, price is now $3,299 per person
$3,299
per person
Feb 1 - Feb 8
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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 $1,631, price is now $1,313 per person
$1,313
per person
Feb 1 - Feb 8
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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
Save 100% on your flight
Price was $4,313, price is now $3,577 per person
$3,577
per person
Feb 1 - Feb 8
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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
Downtown Ocean City
Price was $915, price is now $762 per person
$762
per person
Feb 1 - Feb 8
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Salisbury (SBY)
9/10 Wonderful! (3,316 reviews)
Clean room , great view , efficient check in
Reviewed on Dec 11, 2025
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Econo Lodge Princess Anne
10936 Market Lane US 13 Princess Anne MD
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $85 total per night from Jan 1 to Jan 2
$85 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
6.4/10 (666 reviews)
Wonderful and accommodating experience every single time I stay here. 4 years straight!
Reviewed on Nov 13, 2025

Americas Best Value Inn Princess Anne
30359 Mt. Vernon Road Princess Anne MD
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $77 total per night from Dec 14 to Dec 15
$77 total
Dec 14 - Dec 15
Total with taxes and fees
6.6/10 (56 reviews)
Just passing through and wanted an affordable and comfortable place to spend the night. Clearly an older building, but everything is clean. No complaints!
Reviewed on Oct 17, 2025

Hampton Inn & Suites Salisbury/Fruitland
304 Prosperity Lane Fruitland MD
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $89 total per night from Jan 3 to Jan 4
$89 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
Amazingly friendly staff. Welcoming and heart warming, had to extend a night due to car issues, they were able to facilitate us with no issues, and being a part of hilton honors it's like going home.
Reviewed on Dec 5, 2025
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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