Find Romantic Hotels in St. Michaels, MD

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on St. Michaels Romantic Hotels

Tonight
Mar 3 - Mar 4
Tomorrow
Mar 4 - Mar 5
This weekend
Mar 7 - Mar 9
Next weekend
Mar 14 - Mar 16

Top St. Michaels Romantic Hotels

Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (332)
"The property is beautiful and, the atmosphere is relaxing. I loved the fresh floral Christmas decorations."
The price is CA $434
CA $525 total
includes taxes & fees
Mar 17 - Mar 18
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)
"Great location, staff was so nice, friendly and accommodating! The room was clean, bathroom could use some updating and bed was really firm so be prepared. Pillow top would definitely be beneficial. Great morning coffee, and continental breakfast was ok. Loved that they provide bottle waters. I would stay here again"
The price is CA $118
CA $130 total
includes taxes & fees
Mar 20 - Mar 21
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.
Don't see what you're looking for?
See all available properties in St. Michaels

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 Marina. 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.
What's the best hotel for a couple visiting St. Michaels?
Inn at Perry Cabin is a favorite hotel for couples, and features premium bedding and a full-service spa.
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 Marina.
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.