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.
Harrison Hall Hotel
Downtown Ocean City
Price was CA $1,284, price is now CA $1,200 per person
CA $1,200
per person
Sep 4 - Sep 7
found 18 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Salisbury (SBY)
7.4/10 Good! (1,010 reviews)
The hotel is on old beachfront beauty. The front desk is part of a very open airy lobby with ocean view. The front porch has large rocking chairs facing the boardwalk which is only feet away.
Reviewed on Jun 20, 2026
Dunes Court
Midtown Ocean City
Price was CA $1,201, price is now CA $1,132 per person
CA $1,132
per person
Sep 4 - Sep 7
found 18 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Salisbury (SBY)
8.4/10 Very Good! (1,008 reviews)
Friendly and helpful staff, great pool area and close to the beach and boardwalk. Have stayed here many times looks like they recently renovated some things was a great stay.
Reviewed on Jun 18, 2026
Eden Roc Motel
Downtown Ocean City
Price was CA $1,079, price is now CA $1,058 per person
CA $1,058
per person
Sep 4 - Sep 7
found 18 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Salisbury (SBY)
7/10 Good! (13 reviews)
Nice people clean need more parking but great beach stay for the price!
Reviewed on Jun 20, 2026
Princess Anne Hotel Deals
Econo Lodge Princess Anne
10936 Market Lane US 13 Princess Anne MD
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Jul 2 to Jul 3
CA $115
CA $127 total
Jul 2 - Jul 3
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 22 to Jun 23
CA $106
CA $118 total
Jun 22 - Jun 23
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 Jun 29 to Jun 30
CA $168
CA $189 total
Jun 29 - Jun 30
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.
