Title: Enjoy Princess Anne Vacation Book from $262 | Expedia.com

[Princess Anne Travel Guide](https://expedia.com/Princess-Anne.dx148385)[Hotels in Princess Anne](https://expedia.com/Princess-Anne-Hotels.d148385.Travel-Guide-Hotels)[Vacation Rentals in Princess Anne](https://expedia.com/Princess-Anne-Vacation-Rentals.d148385.Travel-Guide-VacationRentals)[Flights to Princess Anne](https://expedia.com/Cheap-Flights-To-Princess-Anne.d148385.Travel-Guide-Flights)[Car Rentals in Princess Anne](https://expedia.com/Car-Rentals-In-Princess-Anne.d148385.Car-Rental-Guide)

![](https://images.trvl-media.com/place/148385/205c3bf2-4444-43c8-94c9-aefa6641ff7e.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Princess Anne Vacations from $262

## Book a Hotel + Flight or Car together to unlock savings

## 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](https://www.expedia.com/University-Of-Maryland-Eastern-Shore-Princess-Anne.d6225385.Vacation-Attraction). 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.

![The Americana Hotel](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279694/fc3af3e9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Americana Hotel

Downtown Ocean City

$262

per person

Apr 24 - Apr 26

found 1 hour ago

Roundtrip flight included

Minneapolis (MSP) to Salisbury (SBY)

8.6/10 Excellent! (1,118 reviews)

The room was comfortable and the staff was friendly and accommodating

Reviewed on Feb 8, 2026

![Beach Walk](https://images.trvl-media.com/lodging/91000000/90730000/90727900/90727853/f6dfd7c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Beach Walk

Downtown Ocean City

Save 100% on your flight

$1,975

per person

Mar 23 - Mar 27

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

7.6/10 Good! (95 reviews)

Everything was exactly what you would expect for a budget friendly room, only complaint was that the steps and porch going to 3rd floor was sketchy and theres a large soft spot on 3rd floor side landing

Reviewed on Oct 17, 2025

![Surf Villa Apartments](https://images.trvl-media.com/lodging/91000000/90620000/90612400/90612343/5e121fab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Surf Villa Apartments

Midtown Ocean City

Save 100% on your flight

$2,094

per person

Mar 23 - Mar 27

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

9.4/10 Exceptional! (3 reviews)

![Bethany Beach Ocean Suites Residence Inn by Marriott](https://images.trvl-media.com/lodging/11000000/10920000/10912400/10912388/f4da198d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bethany Beach Ocean Suites Residence Inn by Marriott

Downtown Bethany Beach

$482

per person

Apr 24 - Apr 26

found 1 hour ago

Roundtrip flight included

Minneapolis (MSP) to Salisbury (SBY)

9/10 Wonderful! (770 reviews)

Super helpful staff, breakfast was amazing

Reviewed on Jan 28, 2026

![Americana Motor Inn](https://images.trvl-media.com/lodging/19000000/18140000/18132800/18132755/4e1c1d86_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Americana Motor Inn

Downtown Ocean City

Save 100% on your flight

$2,195

per person

Mar 23 - Mar 27

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

8.4/10 Very Good! (883 reviews)

Rooms were clean, best location and very reasonable price.

Reviewed on Oct 22, 2025

Don't see what you're looking for?

See all available trips from Columbus to Princess Anne

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-15/2026-03-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_148385)

## Princess Anne Hotel Deals

![Key West Cottages](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/804dccfc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Key West Cottages

4251 Main Street Chincoteague VA

$119 nightly

$134 total

Feb 17 - Feb 18

Total with taxes and fees

9.8/10 Exceptional! (508 reviews)

Spotless and lovely stay!

Reviewed on Feb 9, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F17%2F2026&endDate=2%2F18%2F2026&selected=21381363&PinnedHotelID=21381363&HadPinnedHotel=true&regionId=148385)

![Best Western Salisbury Plaza](https://images.trvl-media.com/lodging/1000000/30000/24400/24345/w3840h2556x0y4-a75b7a87_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Best Western Salisbury Plaza

1735 N Salisbury Blvd Salisbury MD

Fully refundableReserve now, pay when you stay

$87 nightly

$98 total

Feb 16 - Feb 17

Total with taxes and fees

6.4/10 (900 reviews)

It was a wonderful stay the evening and over nigjt staff was brilliant

Reviewed on Jan 23, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=24345&PinnedHotelID=24345&HadPinnedHotel=true&regionId=148385)

![Hampton Inn & Suites Salisbury/Fruitland](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/578c88da_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hampton Inn & Suites Salisbury/Fruitland

304 Prosperity Lane Fruitland MD

Fully refundableReserve now, pay when you stay

$99 nightly

$111 total

Feb 22 - Feb 23

Total with taxes and fees

9/10 Wonderful! (1,001 reviews)

Clean room, courteous staff, and a delicious breakfast buffet. I’ll definitely be staying there again on business!

Reviewed on Feb 2, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=2211931&PinnedHotelID=2211931&HadPinnedHotel=true&regionId=148385)

[See all 783 properties in Princess Anne](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&regionId=148385)

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](https://www.expedia.com/University-Of-Maryland-Eastern-Shore-Princess-Anne.d6225385.Vacation-Attraction) and [Great Hope Golf Course](https://www.expedia.com/Great-Hope-Golf-Course-Westover.d553248621532662319.Vacation-Attraction) |

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## Frequently asked questions

### How much does a Princess Anne vacation package cost?

### What are the cheapest months to go to Princess Anne?

### How many days is enough for Princess Anne?

### How to find the best Princess Anne package deals?

### Is it cheaper to book a Princess Anne vacation as a package?

### When to book a vacation package to Princess Anne?

### Does Expedia offer Book Now, Pay Later Princess Anne vacation packages?

## Explore a world of travel with Expedia

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- [Car rentals near University of Maryland Eastern Shore ](https://www.expedia.com/Car-Rentals-In-University-Of-Maryland-Eastern-Shore.d6225385.Car-Rental-Guide)
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- [Westover Vacation Rentals ](https://www.expedia.com/Westover-Vacation-Rentals.d6355110.Travel-Guide-VacationRentals)
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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.