A waterfront street lined with trees and a white building with a balcony.

Search Romantic Hotels in St. Michaels

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Check availability on St. Michaels Romantic Hotels

Tonight
19 Aug - 20 Aug
Tomorrow
20 Aug - 21 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Top St. Michaels Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Clean and comfortable room, helpful staff and great room service!"
Catherine 1-night trip
Posted 2 hours ago
DoubleTree by Hilton Hotel Annapolis
The Westin Annapolis

The Westin Annapolis

8/10 Good
"Overall it was a great stay. Thank you"
Charles Eric 4-night trip
Posted 2 hours ago
The Westin Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Amazing staff, just a perfect stay!"
KC 4-night trip
Posted 23 hours ago
Crowne Plaza Annapolis by IHG
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"Family friendly- lots of things to do."
Taewook 3-night trip
Posted 1 day ago
Hyatt Regency Chesapeake Bay
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"The location is great- not in the heart of the crowds down around the city dock, but close enough to walk down there in only a few minutes. The only negative is that the elevators were showing some grit/grime (gum stuck to the elevator floor) and the AC filter in the room was so filthy that we had to take it out and rinse it clean in the shower (not something you wanna do when you’re on your trip)."
Vincent 2-night trip
Posted 2 days ago
Hilton Garden Inn Annapolis Downtown
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Amazing experience highly recommend"
Andrew 2-night trip
Posted 3 days ago
Inn at Perry Cabin

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 St. Michaels Marina, Chesapeake Bay Maritime Museum or St. Michaels Winery. 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.
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 St. Michaels Marina, Chesapeake Bay Maritime Museum or St. Michaels Winery.
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.

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