Princess Anne, MD

Travel Guide

A sunset over a lake with a dock and a small settlement.
A sunset over a marshy landscape with a calm water body reflecting the sky.
A beach with horses and birds.
A collection of colorful Adirondack chairs arranged on grass.
An aerial view of a coastal area with a river, patches of greenery, and a clear sky.
Econo Lodge Princess Anne

Econo Lodge Princess Anne

2 out of 5
10936 Market Lane US 13 Princess Anne MD
The price is $80 total per night from Oct 11 to Oct 12
$80 total
per night
Oct 11 - Oct 12
Book a stay at this business-friendly motel in Princess Anne. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Econo Lodge Princess Anne
Americas Best Value Inn Princess Anne

Americas Best Value Inn Princess Anne

2 out of 5
30359 Mt. Vernon Road Princess Anne MD
The price is $66 total per night from Sep 20 to Sep 21
$66 total
per night
Sep 20 - Sep 21
Stay at this motel in Princess Anne. Enjoy free WiFi, premium TV channels, and housekeeping. Popular attractions Manokin Park and Hytche athletic Center are ...
7/10 Good! (78 reviews)
"Very clean, safe and accessible."

Reviewed on Sep 13, 2026

Americas Best Value Inn Princess Anne
Waterside Inn

Waterside Inn

2 out of 5
3761 Main St Chincoteague VA
The price is $76 total per night from Oct 18 to Oct 19
$76 total
per night
Oct 18 - Oct 19
Stay at this hotel in Chincoteague. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9/10 Wonderful! (1,004 reviews)
"The hotel is overall lovely. Being directly on the water gives guests the chance to fish and crab off their dock. The outdoor pool and indoor hot tub were great. The “ full hot breakfast” needs additions ( toast/danish/ fruit) but the server worked hard at getting waffles etc made to order. The rooms ..."

Reviewed on Sep 19, 2026

Waterside Inn
See all 845 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.
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
Stay at this cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Key West Cottages
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
Stay at this vacation home in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chincoteague Channel and Assateague Point ...
Blufin Bungalows & Marina
Chincoteague Bay RV Resort & Cottages

Chincoteague Bay RV Resort & Cottages

3 out of 5
2305 Main St Chincoteague VA
Stay at this vacation home in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chincoteague Channel and Assateague Point ...
9.4/10 Exceptional! (38 reviews)
"Pet friendly"

Reviewed on Sep 13, 2026

Chincoteague Bay RV Resort & Cottages
See all 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)
Explore the campus of University of Maryland Eastern Shore, during your travels in Princess Anne. Wander the seaside and beaches in the area.
See properties

Frequently asked questions

Is Princess Anne worth visiting?
Princess Anne is worth visiting for its key attractions, including the University of Maryland Eastern Shore and the Somerset County Library. Travelers can also explore a range of dining experiences, with options like Italian and North American cuisine to enjoy.
When is the best time to visit Princess Anne?
The best time to visit Princess Anne is from May through September, when the weather is generally warmer and pleasant. For travelers seeking fewer crowds and better value, the quieter months of November through February are a good option, offering a different experience with cooler temperatures.
What is a good itinerary length for Princess Anne?
A good itinerary length for Princess Anne is one to two days to explore key points of interest like the University of Maryland Eastern Shore and the Somerset County Library. For a more relaxed trip, travelers might stay three to four days, allowing time to visit Monie Island and enjoy the local Italian, North American, or European cuisine.
What are the top things to do in and around Princess Anne?
Princess Anne offers a mix of natural beauty and local points of interest to explore:

  • Explore the University of Maryland Eastern Shore campus.
  • Visit Somerset County Library.
  • Discover Monie Island's natural beauty.
  • Stroll through Mount Vernon Park.
  • Relax at Manokin Park.

How do I plan a trip to Princess Anne?
To plan your trip to Princess Anne, search for hotels, flights, and rental cars on Expedia. Book activities like visiting the University of Maryland Eastern Shore, Somerset County Library, or Monie Island in advance. Always have indoor backup plans for outdoor activities to ensure weather flexibility during your stay.
What cuisines can you find in Princess Anne?
In Princess Anne you can find Italian cuisine, offering classic dishes such as pasta, pizza, and lasagna. Travelers can also enjoy a variety of North American, European, and Latin American options, alongside fresh seafood dishes.
Can I book a refundable hotel in Princess Anne?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Princess Anne by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Princess Anne with Expedia?
Expedia makes it easier to plan your Princess Anne trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Princess Anne?
The best choice depends on your travel style. Hotels in Princess Anne can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Princess Anne trip on Expedia?
Once you've booked your Princess Anne trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Princess Anne trip?
Expedia offers customer support before, during, and after your Princess Anne trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Princess Anne?
If it's your first trip to Princess Anne, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Princess Anne hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Princess Anne hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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