Princess Anne Vacations from $836

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Your Princess Anne Vacation

Well known for its rich history and coastal scenery, Princess Anne is a fabulous getaway destination. Lock in one of our Princess Anne vacation 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 vacation on Expedia.

The Latest Princess Anne vacation packages

Price found within the past 48 hours. Click for updated prices.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $947, price is now $836 per person
$836
per person
Dec 18 - Dec 25
found 14 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
18/10 Exceptional! (3,312 reviews)
Everything was excellent, no free breakfast!! Maybe a mistake, but the rest excellent

Reviewed on Nov 14, 2025

Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Price was $1,539, price is now $1,298 per person
$1,298
per person
Dec 18 - Dec 25
found 14 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
9.4/10 Exceptional! (15 reviews)
Stayed in unit 505 and it was beautiful! We loved it!

Reviewed on Aug 23, 2025

Crystal Sands Apartments

Crystal Sands Apartments

2 out of 5
Downtown Ocean City
Price was $2,490, price is now $2,178 per person
$2,178
per person
Dec 18 - Dec 25
found 14 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
No reviews
OCHG Beachviews

OCHG Beachviews

2 out of 5
Downtown Ocean City
Price was $1,101, price is now $970 per person
$970
per person
Dec 18 - Dec 25
found 14 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
10/10 Exceptional! (2 reviews)
OMG….Cindy was the Host of the Most. She accommodated my family to the fullest even when we didn’t ask. We love her communication with us, she made sure that this and that was completed before our arrival. This wasn’t our first encounter with Cindy, we feel the more often you rent from them , the more you become a “Rental Family”! GREAT JOB CINDY AND WE WILL SEE YOU SAME TIME NEXT YEAR. BTW….My uncle said THANKS even though he didn’t stay at the house! SMH

Reviewed on Apr 20, 2025

OCHG OF Villas

OCHG OF Villas

2 out of 5
Downtown Ocean City
Price was $1,101, price is now $970 per person
$970
per person
Dec 18 - Dec 25
found 14 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
4.8/10 (3 reviews)
I would rate the property better if. It was cleaned better before we got there, we went out and bought stuff to clean it cause the floors was dirty like they didn’t sweep or mop it. Some of the bedding was dirty like it didn’t get washed so we did that before we used it. Thank god there was a washer and dryer in the property. Beside that the neighbors was loud at 4am slamming doors thank god the children didn’t wake up from it. I do know where not staying there again. When where in Ocean City,Md

Reviewed on Jun 19, 2025

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Princess Anne Hotel Deals

Econo Lodge Princess Anne

Econo Lodge Princess Anne

2 out of 5
10936 Market Lane US 13, Princess Anne, MD
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Nov 23 to Nov 24
$90 total
Nov 23 - Nov 24
Total with taxes and fees
6.4/10 (659 reviews)
Yea

Reviewed on Nov 10, 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
$70 nightly
The price is $77 total per night from Nov 18 to Nov 19
$77 total
Nov 18 - Nov 19
Total with taxes and fees
6.4/10 (54 reviews)
Just passing through and wanted an affordable and comfortable place to spend the night. Clearly an older building, but everything is clean. No complaints!

Reviewed on Oct 17, 2025

Americas Best Value Inn Princess Anne
Microtel Inn & Suites by Wyndham Salisbury

Microtel Inn & Suites by Wyndham Salisbury

2 out of 5
3050 Merritt Mill Rd, Salisbury, MD
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $97 total per night from Dec 1 to Dec 2
$97 total
Dec 1 - Dec 2
Total with taxes and fees
7.6/10 Good! (1,001 reviews)
What stood out was that the room was so much nicer than the room we stayed at Quality Inn 2 weeks earlier. Very Clean, everything in good working order. Staff was friendly.

Reviewed on Nov 10, 2025

Microtel Inn & Suites by Wyndham Salisbury
See all 797 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.

Find the Best Princess Anne Vacation Packages

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
45ºF
Max Temp Summer
80ºF
Top Sights
University of Maryland Eastern Shore and Great Hope Golf Course

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Frequently asked questions

How much does a Princess Anne vacation package cost?
You'll find cheap prices from $836 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 look for cheap Princess Anne vacation packages. Traveling in quieter months means you can typically find better prices on hotels and flights.
How many days is enough for Princess Anne?
The ideal length for your Princess Anne vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you time to visit all the main attractions and discover some hidden treasures along the way.
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.
Does Expedia offer Book Now, Pay Later Princess Anne vacation packages?
Your Princess Anne trip should be a relaxing escape from your busy life, not a reason for money worries. So to allow you a bit more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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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.