Find Romantic Hotels in St. Michaels from S$127

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Top Romantic Hotels in St. Michaels

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 S$466
includes taxes & fees
17 Dec - 18 Dec
Inn at Perry Cabin

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1086)
"Very pleasant, comfortable and clean in a great location "
The price is S$127
includes taxes & fees
17 Dec - 18 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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Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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 neighbourhood or distance to top sights, so you and your partner will get to see everything on your list.
What's the best hotel for a romantic holiday in St. Michaels?
Inn at Perry Cabin is a favourite hotel for couples, and features premium bedding and a full-service spa.
How many romantic hotels can we expect to 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, take a look at these details about year-round temperatures in St. Michaels: The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for St. Michaels is 1341 mm.
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 get off to a smooth start: 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 centre. If you’d like to explore around the area, you may want a rental car for your journey.