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.
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 1 day 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 1 day 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 1 day 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 1 day ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.2/10 Very good! (1,003 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
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 $110 per night from Jun 30 to Jul 1
CA $110
CA $121 total
Jun 30 - Jul 1
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"From the entrance door to our room in terrible condition with peeling paint and dirty, damaged, to the room not being cleaned, we were disappointed in our entire experience. We did not have supplies, returned to a room that was not cleaned, and did not have any of the listed amenities. The staff ..."
Reviewed on Jun 23, 2026
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is CA $853 per night from Jul 12 to Jul 13
CA $853
CA $939 total
Jul 12 - Jul 13
includes taxes & fees
9.6/10 Exceptional! (390 reviews)
"It was a wonderful stay. The rooms were clean, the staff helpful and the food marvelous. I intend to visit again!"
Reviewed on Jun 8, 2026
The Wildset
209 N Talbot St St. Michaels MD
The price is CA $367 per night from Jul 22 to Jul 23
CA $367
CA $434 total
Jul 22 - Jul 23
includes taxes & fees
9.8/10 Exceptional! (465 reviews)
"This place was awesome. Very clean, well equipped and a remarkably helpful staff!!"
Reviewed on Jun 22, 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.
