Princess Anne Vacations from $825

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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.
Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Save 100% on your flight
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Salisbury (SBY)
9/10 Wonderful! (748 reviews)
Great location for activities on the beach

Reviewed on Jul 31, 2025

Sea Breeze Inn

Sea Breeze Inn

2 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
6/10 (641 reviews)
2 minutes easy walk to the Boardwalk at the Gorgeous Beach

Reviewed on Jun 26, 2025

OCHG Beachviews

OCHG Beachviews

2 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Ocean 1 Suites

OCHG Ocean 1 Suites

3 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
2/10 (2 reviews)
OCHG OF Villas

OCHG OF Villas

2 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip flight included
New York (JFK) 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 Aug 18 to Aug 19
$90 total
Aug 18 - Aug 19
Total includes taxes and fees
6.4/10 (633 reviews)
Wonderful stay! Will definitely stay again!
"Very nice place to crash and hangout while I wait for my bus to arrive. Econo Lodge has always been a favorite of mine."

Reviewed on Aug 3, 2025

Econo Lodge Princess Anne
Best Western Salisbury Plaza

Best Western Salisbury Plaza

2.5 out of 5
1735 N Salisbury Blvd, Salisbury, MD
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Sep 2 to Sep 3
$90 total
Sep 2 - Sep 3
Total includes taxes and fees
6.2/10 (824 reviews)
"Loved It All"

Reviewed on Aug 1, 2025

Best Western Salisbury Plaza
Atlantic Shores Inn and Suites

Atlantic Shores Inn and Suites

2 out of 5
6273 Maddox Blvd, Chincoteague, VA
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $95 total per night from Sep 8 to Sep 9
$95 total
Sep 8 - Sep 9
Total includes taxes and fees
7.2/10 Good! (1,010 reviews)
"Comfy beds, clean as a whistle, great location. Will defintely stay here again"

Reviewed on Aug 8, 2025

Atlantic Shores Inn and Suites
See all 805 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.

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Frequently asked questions

How much does a Princess Anne vacation package cost?
You'll find cheap prices from $825 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.