Find Romantic Hotels in St. Michaels, MD

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Pick from 5 St. Michaels Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Inn at Perry Cabin
Outdoor dining
Inn at Perry Cabin
5.0 star property
9.6 out of 10, Exceptional, (322)
"Everything about this property was exceptional! Definitely will be back!"
The price is SAR 1,075
SAR 1,293 total
includes taxes & fees
16 Dec - 17 Dec
Inn at Perry Cabin
St Michaels Inn
Front of property
St Michaels Inn
2.5 star property
8.2 out of 10, Very Good, (1000)
"The staff and hosts were incredibly cheerful,, and helpful. Maintenance was a bit of a problem with towel bars falling off walls and broken up bathroom door. There was heavy stomping across the ceiling that went on for a long time early in the morning that kept me awake. May have been a guest or maybe the exercise studio was lined up above my room. All and all, the staff were wonderful and appeasing and the bed was comfortable. This Inn is a "bang for your buck" for being very close to downtown...
The price is SAR 321
SAR 353 total
includes taxes & fees
8 Dec - 9 Dec
St Michaels Inn
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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Frequently asked questions

Searching for romantic hotels in St. Michaels?
Are you and your partner in need of a romantic getaway? Our guests also enjoy St. Michaels for its historic landmarks, shopping, and seafood restaurants. If you want to explore the area, you might head to Chesapeake Bay Maritime Museum, St. Michaels Winery, or St. Michaels Museum. If you’re interested in staying near a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
How many romantic hotels will we find in St. Michaels?
Expedia has 10 romantic St. Michaels hotels for you both to enjoy.
When is the best time of year for a romantic getaway to St. Michaels?
If you’re looking forward to lots of outings with your partner, check out these details about year-round temperatures in St. Michaels: The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for St. Michaels is 53 inches.
What is there to do in St. Michaels?
There’s nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that St. Michaels has to offer. Couples looking for a little of everything will enjoy St. Michaels for its historic landmarks, shopping, and seafood restaurants. You might think about visiting Chesapeake Bay Maritime Museum, St. Michaels Winery, or St. Michaels Museum.
What's the best way to get to St. Michaels and around town during my romantic getaway?
These transportation options in St. Michaels might help your romantic trip go off without a hitch: To get to St. Michaels, book a flight to Easton, MD (ESN-Easton - Newnam), which is the closest major airport, located 8.8 mi (14.1 km) from the city center. If you’d like to explore around the area, you may want to rent a car for your trip.