Princess Anne Holidays
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- Better togetherSave up to €900 when you book a flight and hotel together*
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Top hotels in Princess Anne
Econo Lodge Princess Anne
10936 Market Lane US 13 Princess Anne MD
Fully refundable
€73
30 Aug - 31 Aug
includes taxes & fees
6.6/10 (704 reviews)
"All was well"
Reviewed on 8 Aug 2026
Americas Best Value Inn Princess Anne
30359 Mt. Vernon Road Princess Anne MD
Fully refundableReserve now, pay when you stay
€72
10 Aug - 11 Aug
includes taxes & fees
6.8/10 (68 reviews)
"I am over 65 years old and have traveled all over the United States and over seas, and have stayed in over 300 hotels in all my years I have never seen a dump of a hotel as this one. If I could give a rating of Zero I would. There was no working phones in the rooms, no hair dryer, air conditioner ..."
Reviewed on 3 Aug 2026
Chincoteague Inn
4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
€96
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"place was okay for a one night stop over in a popular summer resort area. Easy access to good restaurants, nice pool, room was very basic and could use a re-fresh - it was clean but simple. Probably gets a lot of traffic during summer months. Staff was nice."
Reviewed on 8 Aug 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.
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.
Somerset County Library
This community cornerstone offers an extensive collection of books, digital resources, and programmes for all ages. Browse the shelves, use the free computers, or attend seasonal events in this welcoming space.
Hytche athletic Center
6.0/10 (1 review)
The Hytche Athletic Centre 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.
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.
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 holiday 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 holiday 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 holiday packages. Travelling 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 holiday. 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 holiday as a package?
You can enjoy significant savings on your next Princess Anne retreat by booking a tailored holiday package. Click on the "Package" heading, then enter your travel dates and destination to see some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Princess Anne?
If you're considering a spontaneous Princess Anne holiday, 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 accommodation, 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 holiday. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
- Combine your accommodation and airfare: Once you've settled on your travel dates and duration, book the right Princess Anne holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
