Princess Anne Holidays

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Your Princess Anne Holiday

Known for its rich history and coastal scenery, Princess Anne is a perfect getaway destination. Book one of our Princess Anne holiday packages and discover all that this fascinating city has to offer. Can't wait to do some sightseeing but not sure where to start? Every trip to Princess Anne should include University of Maryland Eastern Shore. Expedia is here to help you escape your daily routine. Tailor your holiday to Princess Anne to suit your style of travel, whatever that may be.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Princess Anne Holiday

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
7ºC
Max Temp Summer
27ºC
Top Sights
University of Maryland Eastern Shore and Great Hope Golf Course

Our pick of the best Princess Anne Hotel Deals

Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
9.8/10 Exceptional! (511 reviews)
This was a Wonderful place to stay!! So much charm a the staff was wonderful!

Reviewed on 17 Feb 2026

Key West Cottages
Wingate by Wyndham Salisbury

Wingate by Wyndham Salisbury

2.5 out of 5
406 Punkin Ct Salisbury MD
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 8 Mar to 9 Mar
AU$167
8 Mar - 9 Mar
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
Didn't sleep well. The heating vent was louder than my wife's snoring. Also, the shower was not great.

Reviewed on 23 Feb 2026

Wingate by Wyndham Salisbury
Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

2.5 out of 5
304 Prosperity Lane Fruitland MD
Fully refundableReserve now, pay when you stay
The price is AU$156 per night from 29 Mar to 30 Mar
AU$156
29 Mar - 30 Mar
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Friendly staff, clean and comfortable rooms, delicious breakfast bar. Transportation to and from Salisbury Airport. Restaurants nearby.

Reviewed on 22 Feb 2026

Hampton Inn & Suites Salisbury/Fruitland
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.