Princess Anne Vacations from $530

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Your Princess Anne Vacation

There's tons to like about Princess Anne, from its rich history to its coastal scenery and beyond. When you're ready to say hello to this fascinating city, our Princess Anne vacation packages will be right up your alley. Fill your trip to Princess Anne with tours of some of its most popular attractions. Where to first? Make a beeline for University of Maryland Eastern Shore. Expedia will help you escape the everyday. Tailor your vacation to Princess Anne to suit your style of travel, whatever that may be.

The Latest Princess Anne Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Flamingo Motel

Flamingo Motel

2 out of 5
Midtown Ocean City
per person
Jul 12 - Jul 15
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Salisbury (SBY)
7.6/10 Good! (926 reviews)
We stated two nights, our room was on the fifth floor and has a side view. The view was amazing we could see the ocean and the all Ocean City like on the palm. Room was very clean. And it was very quiet. Will go back again.

Reviewed on May 27, 2024

Club Ocean Villas II by VRI Americas

Club Ocean Villas II by VRI Americas

3.5 out of 5
North Ocean City
Save 100% on your flight
per person
Jul 13 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Salisbury (SBY)
8.6/10 Excellent! (43 reviews)
Great stay difficult to check in after hours and parking is not clear

Reviewed on May 30, 2023

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
per person
Jul 15 - Jul 19
found 13 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)
8.8/10 Excellent! (2,022 reviews)
The room smelled and the rug was dirty

Reviewed on Jun 4, 2024

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

2.5 out of 5
Downtown Ocean City
per person
Jul 15 - Jul 19
found 13 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)
8.4/10 Very Good! (7 reviews)
The receptionist was excellent, she was very helpful and understanding.

Reviewed on Jun 2, 2024

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
per person
Jul 15 - Jul 19
found 13 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)
7.8/10 Good! (1,809 reviews)
Pool and being close to ocean.

Reviewed on Jun 5, 2024

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

Princess Anne Hotel Deals

Econo Lodge Princess Anne
Econo Lodge Princess Anne
2 out of 5
10936 Market Lane US 13, Princess Anne, MD
The price is $90 per night from Jun 6 to Jun 7
$90
$100 total
includes taxes & fees
Jun 6 - Jun 7
6.6/10 (550 reviews)
"I enjoyed my stay here. I arrived @ 10:30 am and check in was 2pm so happy that they let me check in @ 11am. Drove from new york for the crab and cruise event. My room was clean towels smelled great. I absolutely enjoyed my stay. Thank u guys for being so nice 💓"

Reviewed on Jun 5, 2024

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
The price is $96 per night from Jun 16 to Jun 17
$96
$108 total
includes taxes & fees
Jun 16 - Jun 17
6/10 (612 reviews)
"Nice property. Check in and check out was easy. The parking is gated so there was plenty of room. Room was clean."

Reviewed on Apr 13, 2024

Best Western Salisbury Plaza
Comfort Suites Chincoteague Island Bayfront Resort
Comfort Suites Chincoteague Island Bayfront Resort
2.5 out of 5
4195 Main St, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is $169 per night from Jun 6 to Jun 7
$169
$191 total
includes taxes & fees
Jun 6 - Jun 7
9.4/10 Exceptional! (1,002 reviews)
"Lovely view, clean, recently updated, comfortable bed. I would suggest improved pillows."

Reviewed on May 29, 2024

Comfort Suites Chincoteague Island Bayfront Resort
See all 783 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Princess Anne vacation package cost?
The most affordable Princess Anne package is $530, so your dream getaway can become a reality — without breaking the bank. Bundle flights, hotels and car rentals to custom build a package that suits you.
How do I get a cheap travel package to Princess Anne?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, rental cars and activities — we’ve got them all. Select a combination that best fits you and see your savings stack up. We know a package deal is never a one-size-fits-all. That’s why we offer more than 550 airlines and 1,000,000 properties globally, which lets you customize your Princess Anne vacation.
Where should I stay in Princess Anne?
A trip to Princess Anne isn’t complete without stopping by University of Maryland Eastern Shore, Hytche athletic Center and Chesapeake Health Care. Stay close to these sights and make sightseeing easy.
What are the top hotels in Princess Anne?
If it’s your very first time in Princess Anne, secure a room at Econo Lodge Princess Anne or Princess Anne Book Lovers Inn. Both offer comfortable beds and are favorites among many travelers.
How far in advance should I book my Princess Anne vacation?
It’s difficult to pick the best time for airfares, but we generally suggest the earlier, the better. Many international flights on Expedia become available to compare up to a year in advance. If you’re booking late, don’t worry. Budget prices occasionally appear just weeks before departure dates.
What does an Expedia Princess Anne travel package include?
Flights, hotels and car rentals — we connect you to the very best bargains. All you have to do is figure out your ideal combination. Once you’ve made your booking, you can add on the fun stuff like activities and tours. Our travel packages make it simple to create an exciting Princess Anne trip.
What should I know before booking a Princess Anne travel package?
When you book your hotels, flights and car rentals together, you’ll pick up great discounts. Whether you’re organizing a beach break in a villa or would rather stay in a cozy apartment in the city, Expedia can make it happen for less.
Can I choose my airline with a Princess Anne Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the freedom to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Princess Anne vacation package?
You sure can, and we’re here to help. You may be able to amend or cancel your Princess Anne vacation package for free within 24 hours of booking. But you may incur a fee from your airline, hotel or car rental company for older bookings. If life throws you a curveball, have a look at our Customer Service Portal for more information.

Discover the most popular places to visit in Princess Anne

Image for University of Maryland Eastern Shore

University of Maryland Eastern Shore

4/5(44 reviews)

Explore the campus of University of Maryland Eastern Shore, during your travels in Princess Anne. Wander the seaside and beaches in the area.

University of Maryland Eastern Shore
Image for Hytche athletic Center

Hytche athletic Center

Catch an event at Hytche athletic Center during your trip to Princess Anne. You can enjoy the restaurants while in the area.

Hytche athletic Center
Image for Chesapeake Health Care

Chesapeake Health Care

Though Chesapeake Health Care might be what brings you to town, perhaps you'll have a chance to explore more of Princess Anne while you are here.

Chesapeake Health Care

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.