St. Michaels Vacation Packages
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Your St. Michaels Vacation
The fascinating city of St. Michaels is calling your name. Immerse yourself in everything it has to offer with a St. Michaels vacation package that's tailored to you. You'll want to take in some sights during your trip to St. Michaels. Drop by major attractions such as St. Michaels Winery, Chesapeake Bay Maritime Museum and St. Michaels Museum. Stop daydreaming and start doing. Browse the many options on Expedia today and finally put your St. Michaels vacation plans in motion!
Top St. Michaels Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Grand Hotel Ocean City Oceanfront
Downtown Ocean City
Price was CA $684, price is now CA $641 per person
CA $641
per person
Mar 21 - Mar 23
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
9/10 Wonderful! (3,316 reviews)
The only place we stay when we go to Ocean City. Great location, plenty of parking, friendly staff, good food, 2 arcade areas! On the boardwalk, far enough from the inlet crowds, but a nice walk. Great beach location & views.
Reviewed on Feb 1, 2026
St. Michaels Hotel Deals
St Michaels Inn
1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Feb 11 to Feb 12
CA $140
CA $155 total
Feb 11 - Feb 12
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Very good motel
Reviewed on Jan 25, 2026
The Wildset
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is CA $272 per night from Feb 8 to Feb 9
CA $272
CA $329 total
Feb 8 - Feb 9
includes taxes & fees
9.6/10 Exceptional! (416 reviews)
Clean rooms, great staff, awesome restaurant on site called Ruse & right in downtown.
Reviewed on Jan 21, 2026
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is CA $702 per night from Feb 11 to Feb 12
CA $702
CA $772 total
Feb 11 - Feb 12
includes taxes & fees
9.4/10 Exceptional! (374 reviews)
We had a great stay, hotel was very clean and food was great
Reviewed on Jan 3, 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.
