Princess Anne Holidays
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Your Princess Anne Holiday
Well known for its rich history and coastal scenery, Princess Anne is a fabulous getaway destination. Lock in one of our Princess Anne holiday 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 holiday on Expedia.
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 | 7ºC |
Max Temp Summer | 27ºC |
Top Sights | University of Maryland Eastern Shore and Great Hope Golf Course |
Top hotels in Princess Anne
Econo Lodge Princess Anne
10936 Market Lane US 13 Princess Anne MD
Fully refundable
£63
31 Aug - 1 Sept
includes taxes & fees
Americas Best Value Inn Princess Anne
30359 Mt. Vernon Road Princess Anne MD
Fully refundableReserve now, pay when you stay
£62
11 Aug - 12 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
£82
7 Sept - 8 Sept
includes taxes & 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.
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.
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.
Ballards Island
Commune with nature and explore the great outdoors at Ballards Island during your travels in Mount Vernon.
Frequently asked questions
Why should I book my Princess Anne holiday with Expedia?
Choose Expedia to plan your next big adventure easily and all in one convenient place. Our insider tip for getting an unbeatable deal on a Princess Anne retreat? Bundle your hotel, flights and/or hire car into a package holiday. Then throw in some fun tours and activities. Most bookings also come with flexible cancellation policies, so there's no need to worry if you have to change plans. Round-the-clock assistance with changing and cancelling your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Princess Anne?
Princess Anne gets busy in May, July and August. If you don't like crowds and prefer a quieter pace, book your escape for December, January and February. To give you an idea of the type of weather you can experience, the average temperature during the day in January, the coolest month in Princess Anne, is 2ºC. The warmest time here is July, when temperatures average 25ºC.
What is the top hotel for my holiday in Princess Anne?
Offering many of the creature comforts of home, The Henson will make an ideal base for your Princess Anne trip.
How do I get a cheap holiday to Princess Anne?
Booking a Princess Anne holiday with Expedia is an easy way to save. We have access to more than 400 air carriers and 321,000 properties around the globe. With such an extensive range to select from, you'll have no issues putting together your dream trip. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Princess Anne holiday?
There are so many things to do and see while enjoying a holiday in Princess Anne. University of Maryland Eastern Shore, Chesapeake Health Care, Hytche athletic Centre and Great Hope Golf Course are some of this city's leading attractions.
What is the best area to stay in when on holiday in Princess Anne?
A getaway in Princess Anne isn't complete without checking out University of Maryland Eastern Shore. Why not book a stay near this interesting attraction?
Do I need a visa for my Princess Anne holiday?
Visa requirements for Princess Anne vary based on your nationality and the purpose of your visit. We recommend checking official government websites to determine if you need a visa for your trip. This is also a good place to find the most up-to-date information, including details about application procedures and any supporting documentation you may need. Enquire about your visa requirements in advance to ensure a smooth travel experience. Also double-check to see that your passport has a minimum of six months validity from your planned date of return.
What should I wear on my Princess Anne holiday?
Do a little research into the sorts of things people in Princess Anne wear, and maybe even look up style blogs for some fashion tips. Whatever your look, try to create a versatile wardrobe full of pieces that work for your destination and show off your unique sense of style. Pack your luggage with confidence by looking up the weather forecast in Princess Anne. July brings the warmest temperatures, with daytime averages of 25ºC, while January days average 2ºC, making it the coolest time of year.
What does an Expedia Princess Anne holiday include?
Flights, hotels and hire cars — you'll discover them all here. With Expedia, you can shape your Princess Anne package the way you like it. All you have to do is figure out just what you need. Once you've made your booking, why not add extras like tours and activities? The more you bundle, the greater your savings! Explore a wide range of property types and choose one that suits your group size and travel needs. The most in-demand rentals here are private holiday homes and bed & breakfasts. With Expedia, it's a breeze to design your Princess Anne escape however you want.
Does Expedia offer Book Now, Pay Later Princess Anne holidays?
We certainly do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply pick the payment plan best suited to your needs during the checkout process and take away the stress of budgeting for your trip. Be sure to bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:
- Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's convenient instalment plans. If paying across multiple transactions works for you, pick this option during the checkout process.
- No-deposit holidays: If not paying upfront for your getaway makes clicking that "book now" button more stress-free, choose a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!
Can I choose my airline with a Princess Anne Expedia holiday?
You can, and with over 400 airlines to select from worldwide, you have plenty of choice. Search the available options and find out which airline suits your budget and needs.
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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. Flight-inclusive packages are ATOL protected.
