Title: Princess Anne Vacation Packages & Trips 2025/2026 from CA $904 | Expedia.ca

  

[Hotels in Princess Anne](https://expedia.ca/Princess-Anne-Hotels.d148385.Travel-Guide-Hotels)[Vacation Rentals in Princess Anne](https://expedia.ca/Princess-Anne-Vacation-Rentals.d148385.Travel-Guide-VacationRentals)[Princess Anne Car Rentals](https://expedia.ca/Car-Rentals-In-Princess-Anne.d148385.Car-Rental-Guide)

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# Princess Anne Vacation Packages

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

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### 

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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](https://www.expedia.ca/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.

## Top Princess Anne Vacation Deals

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

CA $904

per person

Dec 29 - Jan 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Salisbury (SBY)

8.6/10 Excellent! (1,080 reviews)

We had a roach with eggs on it in the sink and also a mouse visiting each night of the 6 nights we stayed. The mouse kept getting into out snaks

Reviewed on Oct 18, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-01/?FromAirport=YYZ&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13279694&paandie=true&dealMarker=B651NWoOhbc-39bVnZnCkkgYwnrgwvZovY3j5XZ6CDi2iZ_AdNRrctpSnlrDOrHs)

![Club Ocean Villas II](https://images.trvl-media.com/lodging/63000000/62980000/62974900/62974891/fdc6bf96_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Club Ocean Villas II

North Ocean City

CA $1,120

per person

Dec 29 - Jan 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Salisbury (SBY)

8.6/10 Excellent! (58 reviews)

Did not like the outdated furniture, small televisions and the hot tub wasn’t sanitized until the next day. Notified office told them hot tub cover was not on and they said they were waiting for a new cover to come in. Pools don’t open until 10 There were ants on the counter tops and the first night we were locked out . Staff said they had us listed as checked out . We did get new cards immediately. We have stayed in the condos for over 30 years Disappointed especially for paying g what we paid

Reviewed on Jul 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-01/?FromAirport=YYZ&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=62974891&paandie=true&dealMarker=B651NWoOhbc-39bVnZnCkkgYwnrgwvZovY3j5XZ6CDga7DIZ4wFMzoftyOqaIIJq)

![Americana Condos 10th street](https://images.trvl-media.com/lodging/65000000/64560000/64555700/64555604/105643e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Americana Condos 10th street

Downtown Ocean City

CA $1,367

per person

Dec 29 - Jan 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Salisbury (SBY)

8.4/10 Very Good! (19 reviews)

straight fire, definitely going back

Reviewed on Jun 21, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-01/?FromAirport=YYZ&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=64555604&paandie=true&dealMarker=B651NWoOhbc-39bVnZnCkkgYwnrgwvZovY3j5XZ6CDgnyVWDFhdbsZKYaIpb-pPG)

![OCHG Ocean Block 7-11](https://images.trvl-media.com/lodging/105000000/104270000/104261200/104261188/62657a02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### OCHG Ocean Block 7-11

Downtown Ocean City

CA $1,410

per person

Dec 29 - Jan 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Salisbury (SBY)

8/10 Very Good! (5 reviews)

The house was clean and spacious. The kitchen was well stocked with plates, cups, mugs, and silverware but other than that it was pretty bare bones throughout. From reading reviews beforehand, we brought a lot of items with us which helped a lot- towels, hand soap, oven mitts, cooking supplies, laundry detergent, dishwasher detergent, etc. Some of the furniture is falling apart but the house was very clean and the beds were comfortable and it was great having 2 bathrooms and the layout is spacious and we were able to walk to the festival grounds at the end of the boardwalk. If you bring the extra items you need and aren’t looking for luxury, then it’s a great place to stay and it’s right off the boardwalk and with free parking.

Reviewed on Sep 29, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-01/?FromAirport=YYZ&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104261188&paandie=true&dealMarker=B651NWoOhbc-39bVnZnCkkgYwnrgwvZovY3j5XZ6CDiyC3Dvxn9pDLltP5GROAfQ)

![OCHG Townhouse 102 10](https://images.trvl-media.com/lodging/105000000/104540000/104533500/104533421/3a1227a2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### OCHG Townhouse 102 10

Downtown Ocean City

CA $1,075

per person

Dec 29 - Jan 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Salisbury (SBY)

8.4/10 Very Good! (5 reviews)

Parking was a little tight but to be expected! Couches smelt bad and not the cleanest! But other then that not bad for a long weekend getaway!

Reviewed on Sep 2, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-01/?FromAirport=YYZ&Destination=SBY&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104533421&paandie=true&dealMarker=B651NWoOhbc-39bVnZnCkkgYwnrgwvZovY3j5XZ6CDjfbzZ5HCXRhKP8ezHninQd)

## Ready to book your vacation to Princess Anne?

Choose your dates

## Princess Anne Hotel Deals

![Econo Lodge Princess Anne](https://images.trvl-media.com/lodging/1000000/30000/26400/26336/820cd1cf_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Econo Lodge Princess Anne

10936 Market Lane US 13, Princess Anne, MD

Fully refundableReserve now, pay when you stay

CA $114

CA $126 total

Oct 26 - Oct 27

includes taxes & fees

6.4/10 (649 reviews)

"breakfast was kinda light"

Reviewed on Oct 2, 2025

[](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=26336&PinnedHotelID=26336&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)

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Best Western Salisbury Plaza

1735 N Salisbury Blvd, Salisbury, MD

Fully refundableReserve now, pay when you stay

CA $126

CA $141 total

Oct 22 - Oct 23

includes taxes & fees

6.4/10 (865 reviews)

"Didn't get a chance to eat breakfast."

Reviewed on Oct 11, 2025

[](https://expedia.ca/Hotel-Search?startDate=22%2F10%2F2025&endDate=23%2F10%2F2025&selected=24345&PinnedHotelID=24345&HadPinnedHotel=true&regionId=148385)

![Waterside Inn](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/43b08add_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Waterside Inn

3761 Main St, Chincoteague, VA

Fully refundableReserve now, pay when you stay

CA $86

CA $96 total

Oct 26 - Oct 27

includes taxes & fees

8.8/10 Excellent! (1,018 reviews)

"Our 2nd visit. Love the hotel and the staff. It’s very peaceful and welcoming. Breakfast was great, room was wonderful. Hope to be back again someday!"

Reviewed on Oct 13, 2025

[](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=1615555&PinnedHotelID=1615555&HadPinnedHotel=true&regionId=148385)

[See all 808 properties in Princess Anne](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=21%2F10%2F2025&endDate=22%2F10%2F2025&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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

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![QR code to download the app](data:image/png;base64,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)