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.
Seabonay Oceanfront Motel
Midtown Ocean City
Price was CA $2,389, price is now CA $2,155 per person
CA $2,155
per person
Jun 21 - Jun 28
found 14 hours ago
Roundtrip flight included
Ottawa (YOW) to Salisbury (SBY)
6.6/10 (1,000 reviews)
Beds were comfortable, room was clean, shower was hot, and location was great.
Reviewed on Oct 7, 2025
Hampton Inn Salisbury
Price was CA $2,847, price is now CA $2,771 per person
CA $2,771
per person
Jun 21 - Jun 28
found 14 hours ago
Roundtrip flight included
Ottawa (YOW) to Salisbury (SBY)
8.8/10 Excellent! (1,010 reviews)
The front desk staff member who checked us in was a young lady who handled an issue with my reservation with great care and professionalism. The issue was not the hotel’s fault, but she showed genuine concern, remained very pleasant throughout the interaction, and was able to resolve everything quickly.
Customer service is very important to me because I believe it reflects the face of a company. She represented the hotel brand extremely well, and her positive attitude and willingness to help made a lasting impression on us.
Unfortunately I was unable to get her name, as I was busy trying to get my four year-old granddaughter in order.
Reviewed on May 15, 2026
St. Michaels Hotel Deals
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is CA $829 per night from May 31 to Jun 1
CA $829
CA $912 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (385 reviews)
We had yet another wonderful stay, great views, very comfortable. Some areas (primarily outside) would benefit from some paint.
Reviewed on May 14, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Jun 1 to Jun 2
CA $165
CA $182 total
Jun 1 - Jun 2
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
Don’t bother with breakfast
Reviewed on May 14, 2026
The Wildset
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is CA $314 per night from Jun 10 to Jun 11
CA $314
CA $376 total
Jun 10 - Jun 11
includes taxes & fees
9.8/10 Exceptional! (443 reviews)
Expensive and basic
Reviewed on May 14, 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.
