Princess Anne Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Princess Anne

Econo Lodge Princess Anne
Econo Lodge Princess Anne
2 out of 5
10936 Market Lane US 13, Princess Anne, MD
The price is 2.116.350 ₫ per night from 30 Jun to 1 Jul
2.116.350 ₫
2.349.149 ₫ total
30 Jun - 1 Jul
includes taxes & fees
6.6/10 (608 reviews)
Weekend Getaway
"It’s a motel but it’s in a nice secluded location,quiet and comfortable,very basic yet accommodating."

Reviewed on 23 Jun 2025

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
Fully refundableReserve now, pay when you stay
The price is 1.959.825 ₫ per night from 25 Jun to 26 Jun
1.959.825 ₫
2.175.406 ₫ total
25 Jun - 26 Jun
includes taxes & fees
6.4/10 (47 reviews)
"Fast check in."

Reviewed on 17 Jun 2025

Americas Best Value Inn Princess Anne
Blufin Bungalows & Marina
Blufin Bungalows & Marina
3 out of 5
2477 Main St, Chincoteague, VA
9.4/10 Exceptional! (136 reviews)
"The property was amazing. Having the comforts of home right on the water was perfect for my multigenerational family. Everything was clean and fully operational. We also appreciated the proximity of the property to many local shops, restaurants, and more. We will definitely be staying here ..."

Reviewed on 20 Jun 2025

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Blufin Bungalows & Marina
See all 799 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.

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?

  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 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.
  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 holiday. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Combine your accommodation and airfare: Once you've settled on your travel dates and duration, book the right Princess Anne holiday package for you.

Popular places to visit

University of Maryland Eastern Shore

Enjoy the student vibe when you visit University of Maryland Eastern Shore during your travels in Princess Anne. Wander the seaside and beaches in the area.

University of Maryland Eastern Shore