Princess Anne Vacations

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Find the Best Princess Anne Vacation Packages

Princess Anne Hotel Deals

Econo Lodge Princess Anne

Econo Lodge Princess Anne

10936 Market Lane US 13 Princess Anne MD
Fully refundable
NT$2,299
NT$2,552 total
Sep 17 - Sep 18
includes taxes & fees
6.6/10 (709 reviews)
"It was myself and my two grandsons(11&7). We stayed for the night. Hotel was dated which was fine. They had 3)4 sheds in the back that had junk piled up in the sides. We arrived at 11pm. I asked if they had late check out and how much it cost. The attendant said late check out is at 11:30am ( normal ..."

Reviewed on 2026/8/21

Econo Lodge Princess Anne
Americas Best Value Inn Princess Anne

Americas Best Value Inn Princess Anne

30359 Mt. Vernon Road Princess Anne MD
Fully refundableReserve now, pay when you stay
NT$2,387
NT$2,649 total
Aug 31 - Sep 1
includes taxes & fees
7/10 Good! (74 reviews)
"Very pleasant stay look forward to staying again"

Reviewed on 2026/8/20

Americas Best Value Inn Princess Anne
Chincoteague Inn

Chincoteague Inn

4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
NT$3,151
NT$3,538 total
Sep 27 - Sep 28
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Clean and spacious room. No frills but all that we needed for a one night stay. The bed was comfortable and an iron was available at the desk. Fridge and microwave in the room. Plenty of hot water and fluffy towels. It’s an older facility but the floors and paint has been updated recently. It reminds ..."

Reviewed on 2026/8/25

Chincoteague Inn
See all 848 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.

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.
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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.
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Princess Anne Town Hall

This historic municipal building serves as the heart of Princess Anne's local government and community affairs. Visit during the monthly town meetings to experience small-town democracy in action.
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Mount Vernon Beach

Why not spend a lazy afternoon at Mount Vernon Beach during your trip to Mount Vernon?
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Manokin Historic District

This historic district showcases exceptional Federal and Victorian architecture from the 18th to early 20th century. Stroll tree-lined streets to admire Teackle Mansion and other preserved buildings.
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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.
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Wellington State Wildlife Management Area

Explore the great outdoors at Wellington State Wildlife Management Area, a lovely green space in Princess Anne. You can enjoy the restaurants while in the area.
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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.
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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?
  1. 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.
  2. 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.
  3. 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.
  4. Combine your accommodations and airfare: Once you've settled on your travel dates and duration, book the right Princess Anne vacation package for you.

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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.