Princess Anne Vacations from $974
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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
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University of Maryland Eastern Shore
8.4/10 (90 reviews)
Founded in 1886, UMES is a historically black land-grant university with a picturesque campus in Princess Anne. Visitors can explore the historic architecture and vibrant academic culture through guided tours.
Mount Vernon Park
This peaceful 9.6-acre park offers scenic trails through lush greenery for walking and hiking enthusiasts. Families can enjoy the playground and baseball field while experiencing a tranquil escape in Princess Anne.
Hytche athletic Center
6.0/10 (1 review)
The Hytche Athletic Center serves as the 5,500-seat home court for UMES Hawks basketball and volleyball teams. Catch the collegiate energy during basketball season while enjoying the recently renovated facilities.
Manokin Park
Manokin Park offers a peaceful riverside retreat with shaded picnic areas and a kayak launch along the Manokin River. Check tide schedules before planning water activities to avoid muddy conditions.
Somerset County Library
This community cornerstone offers an extensive collection of books, digital resources, and programs for all ages. Browse the shelves, use the free computers, or attend seasonal events in this welcoming space.
Ballards Island
Commune with nature and explore the great outdoors at Ballards Island during your travels in Mount Vernon.
Monie Island
Commune with nature and explore the great outdoors at Monie Island during your travels in Mount Vernon.
Teackle Mansion
You can spend time browsing the exhibits at Teackle Mansion during your trip to Princess Anne. You can enjoy the restaurants while in the area.
Princess Anne Hotel Deals
Econo Lodge Princess Anne
10936 Market Lane US 13 Princess Anne MD
Fully refundable
$72 nightly
$80 total
Oct 18 - Oct 19
Total with taxes and fees
6.6/10 (715 reviews)
"I loved all of it."
Reviewed on Sep 27, 2026
Americas Best Value Inn Princess Anne
30359 Mt. Vernon Road Princess Anne MD
Fully refundableReserve now, pay when you stay
$60 nightly
$66 total
Sep 29 - Sep 30
Total with taxes and fees
Waterside Inn
3761 Main St Chincoteague VA
$56 nightly
$63 total
Oct 18 - Oct 19
Total with taxes and fees
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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Frequently asked questions
How much does a Princess Anne vacation package cost?
You'll find cheap prices from $974 on Expedia for your Princess Anne break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Princess Anne costs.
What are the cheapest months to go to Princess Anne?
December, January and February are the best times to look for cheap Princess Anne vacation packages. Traveling in quieter months means you can typically find better prices on hotels and flights.
How many days is enough for Princess Anne?
The ideal length for your Princess Anne vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you time to visit all the main attractions and discover some hidden treasures along the way.
How to find the best Princess Anne package deals?
Start your search for a Princess Anne package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Princess Anne package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Princess Anne adventure off to a flying start.
Is it cheaper to book a Princess Anne vacation as a package?
You can enjoy significant savings on your next Princess Anne retreat by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Princess Anne?
If you're considering a spontaneous Princess Anne vacation, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Princess Anne vacation packages?
Your Princess Anne trip should be a relaxing escape from your busy life, not a reason for money worries. So to allow you a bit more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
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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.
