
Downtown St. Michaels Vacations from ¥317,439
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The Latest Downtown St. Michaels Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Grand Hotel Ocean City Oceanfront
Downtown Ocean City
¥317,439
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Salisbury (SBY)
9/10 Wonderful! (3,946 reviews)
Grand terrace restaurant was a complete disaster. Wait time was incredibly long for a waitress. After 15 minutes arrived at table took my order never returned with drinks. Meanwhile watched her serve coffee to a table that walked in right before us and even refilled there coffees. Us and another man both left without food. Restaurant was horribly understaffed. I would strongly suggest going to another establishment in area. Plenty of choices
Reviewed on Oct 15, 2026



Downtown St. Michaels Hotel Deals

Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
¥83,940
¥92,334 total
Nov 3 - Nov 4
includes taxes & fees

The Wildset
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
¥36,200
¥43,772 total
Nov 3 - Nov 4
includes taxes & fees

Parsonage Inn
210 North Talbot Street St. Michaels MD
¥39,520
¥43,472 total
Nov 2 - Nov 3
includes taxes & fees
9.2/10 Wonderful! (138 reviews)
"Lots of issues with our room and stay. Small motel room with junk in the closet, marks on wall and door, and light bulb missing. TV and DVD not working. Outside unkempt. Breakfast not ver good. Substandard for price and advertisement."
Reviewed on Aug 21, 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.
Stay near popular Downtown St. Michaels attractions
Photo by Louise Johnson
Chesapeake Bay Maritime Museum
9.4/10 (91 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 Marina
Explore the waterfront in St. Michaels with a trip to St. Michaels Marina.
St. Michaels Winery
8.6/10 (91 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.
Saint Michaels Town Hall
After visiting Saint Michaels Town Hall, make a plan to see the other sights and activities in St. Michaels.
1879 Hooper Straight Lighthouse
After visiting 1879 Hooper Straight Lighthouse, make a plan to see the other sights and activities in St. Michaels.
St Michaels Nature Trail
You can take time to visit St Michaels Nature Trail during your travels to St. Michaels.
St. Michaels Museum
8.6/10 (9 reviews)
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.
Muskrat Park
After visiting Muskrat Park, make a plan to see the other sights and activities in St. Michaels.
Things to do

St Michaels: 2-Hour Chesapeake Bay Sail on Lady Patty
¥24,944
per adult

2 Hour Chesapeake Day Sail on Catamaran Epiphany
¥38,436
per adult

St. Michaels: 2-Hour Relaxing Chesapeake Sail on Epiphany
¥42,358
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
