Princess Anne Vacation Packages
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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.
Top Princess Anne Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Eden Roc Motel
Downtown Ocean City
Price was CA $821, price is now CA $760 per person
CA $760
per person
Sep 3 - Sep 7
found 13 hours ago
Roundtrip flight included
Montreal (YMQ) to Salisbury (SBY)
7.6/10 Good! (17 reviews)
The room I reserved was over booked, so they upgraded me to one of their 2 bed room apartments for no extra charge, and they allowed me to check in the following day, because I was arriving after check in time. Just leaving my apartment unlocked with a key and note on the kitchen counter.
Very nice, only complaint I really had was that the floor was wooden and could of been cleaned better. After my friend got out of the shower, she walked around bare foot and the bottoms of her feet ended up being black with in 5 minutes. Thankfully for me I wear slides all the time so I didn't have that issue.
Reviewed on Jun 22, 2026
Harrison Hall Hotel
Downtown Ocean City
Price was CA $1,040, price is now CA $868 per person
CA $868
per person
Sep 3 - Sep 7
found 13 hours ago
Roundtrip flight included
Montreal (YMQ) to Salisbury (SBY)
7.4/10 Good! (1,010 reviews)
Enjoyed our stay clean rooms,friendly staff and great location
Reviewed on Jun 22, 2026
Dunes Court
Midtown Ocean City
Price was CA $941, price is now CA $815 per person
CA $815
per person
Sep 3 - Sep 7
found 13 hours ago
Roundtrip flight included
Montreal (YMQ) to Salisbury (SBY)
8.4/10 Very Good! (1,008 reviews)
The location is absolutely perfect! The hotel is a bit older but very well-maintained and in good condition. We spent three nights here and have zero complaints. Thanks for a wonderful stay!
Reviewed on Jun 21, 2026
St Michaels Inn
Price was CA $1,047, price is now CA $927 per person
CA $927
per person
Aug 13 - Aug 17
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.2/10 Very Good! (1,002 reviews)
Did like convenience to Easter Shore shops and events and other islands. However, there was no view whatsoever but a dark outdoor hall, the toilet was built for a child, and the shower was tepid at best.
Reviewed on Jun 21, 2026
Princess Anne Hotel Deals
Econo Lodge Princess Anne
10936 Market Lane US 13 Princess Anne MD
The price is CA $115 per night from Jun 29 to Jun 30
CA $115
CA $127 total
Jun 29 - Jun 30
includes taxes & fees
6.6/10 (688 reviews)
"pool was green, no staff present when key card quit working"
Reviewed on Jun 2, 2026
Americas Best Value Inn Princess Anne
30359 Mt. Vernon Road Princess Anne MD
Fully refundableReserve now, pay when you stay
The price is CA $106 per night from Jun 24 to Jun 25
CA $106
CA $118 total
Jun 24 - Jun 25
includes taxes & fees
Chincoteague Inn
4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jul 13 to Jul 14
CA $168
CA $189 total
Jul 13 - Jul 14
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"Clean rooms"
Reviewed on Jun 20, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
