Downtown St. Michaels Vacations from $557
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The Latest Downtown St. Michaels Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Boardwalk One
Downtown Ocean City
Price was $653, price is now $575 per person
$575
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Salisbury (SBY)
7.4/10 Good! (170 reviews)
Got better than what I expected for the price. Front desk ladies were happy & helpfully. Only thing that would be nice would be some type of dimmer lights for night, outlets near beds & softer beds. Will definately be staying here again! Full kitchen with full size fridge saved us $ not having to eat out. It's like a hotel sized condo.
Reviewed on Oct 1, 2025
Grand Hotel Ocean City Oceanfront
Downtown Ocean City
Price was $622, price is now $564 per person
$564
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Salisbury (SBY)
9/10 Wonderful! (3,316 reviews)
Clean room , great view , efficient check in
Reviewed on Dec 11, 2025
Hampton Inn & Suites Salisbury/Fruitland
Price was $772, price is now $700 per person
$700
per person
Mar 3 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Salisbury (SBY)
9/10 Wonderful! (1,001 reviews)
Amazingly friendly staff. Welcoming and heart warming, had to extend a night due to car issues, they were able to facilitate us with no issues, and being a part of hilton honors it's like going home.
Reviewed on Dec 5, 2025
Downtown St. Michaels Hotel Deals
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
$517 nightly
The price is $568 total per night from Dec 14 to Dec 15
$568 total
Dec 14 - Dec 15
Total with taxes and fees
9.4/10 Exceptional! (370 reviews)
Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay.
Reviewed on Nov 12, 2025
The Wildset
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $241 total per night from Dec 15 to Dec 16
$241 total
Dec 15 - Dec 16
Total with taxes and fees
9.6/10 Exceptional! (407 reviews)
Awesome! Love the room and fireplace!
Reviewed on Dec 6, 2025
Parsonage Inn
210 North Talbot Street St. Michaels MD
$200 nightly
The price is $220 total per night from Jan 1 to Jan 2
$220 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9.2/10 Wonderful! (130 reviews)
What a great stay! Beautiful B&B in St Michael’s! Our hosts Connie and Edward were very welcoming. Had great suggestions for dining and tourist attractions within the town. Our room was clean, comfortable and was perfect for our stay. The Inn also offers bikes to explore the area as well. Each afternoon, ...
Reviewed on Aug 11, 2025
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.
Discover the most popular places to visit in Downtown St. Michaels
Chesapeake Bay Maritime Museum
4.5/5(15 reviews)
You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your trip to St. Michaels. Stroll along the waterfront or experience the area's museums.
St. Michaels Winery
4.5/5(45 reviews)
You can enjoy a tasting or tour at St. Michaels Winery during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.
St. Michaels Museum
You can browse the exhibits at St. Michaels Museum, a museum with a storied past, during your trip to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.