Princess Anne Vacations
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Find the Best Princess Anne Vacation Packages
Princess Anne Hotel Deals
Econo Lodge Princess Anne
10936 Market Lane US 13 Princess Anne MD
Fully refundable
￥11,362
￥12,611 total
Oct 18 - Oct 19
includes taxes & fees
Americas Best Value Inn Princess Anne
30359 Mt. Vernon Road Princess Anne MD
Fully refundableReserve now, pay when you stay
￥9,358
￥10,388 total
Sep 27 - Sep 28
includes taxes & fees
Waterside Inn
3761 Main St Chincoteague VA
￥9,047
￥10,161 total
Oct 20 - Oct 21
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"have stayed here several times over the years and have always enjoyed our stay. the front desk people are always kind and helpful. the rooms are always clean the beds comfortable, and you have great views from the balcony. the problem is no ramp up to the office so if you have limited mobility such ..."
Reviewed on Sep 25, 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.
Stay near popular Princess Anne attractions
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.
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.
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.
Ballards Island
Commune with nature and explore the great outdoors at Ballards Island during your travels in Mount Vernon.
Mount Vernon Beach
Why not spend a lazy afternoon at Mount Vernon Beach during your trip to Mount Vernon?
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.
Frequently asked questions
How much does a Princess Anne vacation package cost?
You'll find cheap prices 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 search for cheap Princess Anne vacation packages. Traveling in less busy periods means you'll typically find lower prices on hotels and flights.
How many days is enough for Princess Anne?
Usually, a handful of days is enough to check out the main attractions during your Princess Anne vacation. But if you'd like to have time to rest or go on day trips, consider extending your trip.
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.
How to plan a trip to Princess Anne?
- Choose when to travel: Check your diary and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Princess Anne.
- Budget wisely: Besides the cost of your accommodations, you should factor in other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Princess Anne.
- Decide how long to go for: Now that you're up to speed on Princess Anne, you can work out the right length of your vacation. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
- Combine your accommodations and airfare: Once you've settled on your travel dates and duration, book the right Princess Anne vacation package for you.
