Princess Anne Vacations

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Find the Best Princess Anne Vacation Packages

Princess Anne Hotel Deals

Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
9.8/10 Exceptional! (507 reviews)
Friendly front desk, staff. Clean room and definitely will visit again.

Reviewed on 1 February 2026

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Key West Cottages
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 AED 365 per night from Feb 15 to Feb 16
AED 365
AED 409 total
15 Feb - 16 Feb
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Clean room, courteous staff, and a delicious breakfast buffet. I’ll definitely be staying there again on business!

Reviewed on 2 February 2026

Hampton Inn & Suites Salisbury/Fruitland
Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury

3 out of 5
128 Troopers Way Salisbury MD
Fully refundableReserve now, pay when you stay
The price is AED 393 per night from Feb 15 to Feb 16
AED 393
AED 441 total
15 Feb - 16 Feb
includes taxes & fees
8.4/10 Very Good! (976 reviews)
The staff was friendly, safe environment, clean room!

Reviewed on 26 January 2026

Courtyard by Marriott Salisbury
See all 775 properties in Princess Anne
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.

Discover the most popular places to visit in Princess Anne

University of Maryland Eastern Shore

Explore the campus of University of Maryland Eastern Shore, during your travels in Princess Anne. Wander the seaside and beaches in the area.

University of Maryland Eastern Shore

Frequently asked questions

How do I find cheap flights to Princess Anne that have flexible change policies?
Search for your cheap fares to Princess Anne, then click on "No change fee" under the "Flexible change policies" heading. It's as easy as that. We appreciate that plans can change and flexibility matters, so book with confidence with Expedia.
Which airlines fly to Princess Anne?
American Airlines is a renowned carrier servicing Princess Anne. Book a ticket to Salisbury - Ocean City Wicomico Regional Airport (SBY) and you'll have 117 American Airlines flights each month to choose from.
How can I find cheap tickets to Princess Anne?
One of the best ways to nab cheap tickets to Princess Anne is to be flexible with your dates. Search for your flights, then click "flexible dates" at the top of your results. It will reveal the cheapest prices for nearby days. The lowest price for a flight to Princess Anne in the last seven days was . Booking in advance will usually help you score an even bigger bargain.
How much is a flight to Princess Anne?
In the last seven days, round-trip airfares to Princess Anne sold for as low as and reached a maximum price of . For one-way trips out of (), the lowest price during this time was .
What are the most popular airports to fly into in Princess Anne?
Start planning your Princess Anne journey by booking one of the 117 flights every month to Salisbury - Ocean City Wicomico Regional Airport (SBY). This is the region's principal gateway.
When is the cheapest time to fly to Princess Anne?
Take off for Princess Anne earlier in the week and you'll usually be rewarded with more affordable fares. Tuesday is typically the cheapest day to fly out, closely followed by Monday. If you're hoping to avoid the costliest flights, stay away from Saturdays.
How much is a plane ticket to Princess Anne?
In the last seven days, tickets varied between and . Browse through our fabulous deals to Princess Anne, pick your favorite and then start packing!
What months are the cheapest to book a flight to Princess Anne?
A cheap month to bag an awesome deal to Princess Anne is February, while prices are at a premium in December. Keep clear of this month if you're looking to save money.