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

St. Michaels Romantic Hotel

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Check availability on St. Michaels Romantic Hotel

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for St. Michaels romantic hotels

A room with a view of a wooden deck and a gazebo by the water.
A golf course with a water hazard and surrounding trees.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
HK$4,026
HK$4,428 total
includes taxes & fees
8 Nov - 9 Nov
Inn at Perry Cabin
A two-story building with a covered entrance and an American flag.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
A hotel room with two beds, a chair, and a painting on the wall.

2. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Lynn
HK$671
HK$738 total
includes taxes & fees
8 Nov - 9 Nov
St Michaels Inn
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.
A four-poster bed with a floral bedspread, a nightstand with a lamp, and a chair with a cushion.
An outdoor patio with a round wooden table and chairs, surrounded by potted plants and a brick wall.
A cozy room with a round table, a chair with a floral cushion, a lamp, a remote control, and a door.

3. Parsonage Inn

Parsonage Inn
Downtown St. Michaels
United States
Paul
HK$1,962
HK$2,158 total
includes taxes & fees
2 Nov - 3 Nov
Parsonage Inn
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.
A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.

4. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
HK$3,454
HK$3,799 total
includes taxes & fees
19 Oct - 20 Oct
The Oaks Waterfront
A lakeside view with sailboats, grassy areas, and white Adirondack chairs.
A large, two-story house with a balcony, situated on a grassy lawn with autumn leaves, near a body of water.
A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.
A beach with clear water, sandy shore, and some vegetation.

5. Sandaway Suites & Beach

Sandaway Suites & Beach
Oxford
United States
Amber
HK$2,354
HK$2,589 total
includes taxes & fees
22 Oct - 23 Oct
Sandaway Suites & Beach
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".
A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.
A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.

6. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
HK$1,405
HK$1,545 total
includes taxes & fees
10 Nov - 11 Nov
The Tidewater Inn
An outdoor seating area with tables and chairs, overlooking a body of water and greenery.
A spacious indoor dining area with large windows, tables, and chairs.
A waterfront property with a dock, a sailboat, and a building with a red roof.
A modern lounge area with a fireplace, seating, and a view of the outdoors.

7. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
William
HK$1,452
HK$1,597 total
includes taxes & fees
19 Oct - 20 Oct
The Tilghman Island Inn
A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.
A bedroom with a sloped ceiling, a wooden bed, a desk with a lamp, and a dresser.
A living room with a sofa, a chair, a small table with a plant, and a window with a view of buildings.
A group of people toasting at a round table in a room with large windows and artwork on the walls.

8. Hummingbird Inn

Hummingbird Inn
Easton
United States
Ann
HK$2,324
HK$2,646 total
includes taxes & fees
11 Oct - 12 Oct
Hummingbird Inn
A large, two-story barn-style building with a covered front porch and a garage.
A large, two-story white house with a porch and multiple windows.
A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

9. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
HK$950
HK$1,313 total
includes taxes & fees
28 Oct - 29 Oct
Kent Island Resort
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A marina with boats docked, a sandy beach, and a clear blue sky.
A spacious dining area with high ceilings, large windows, and modern chandeliers.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

10. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
United States
John
HK$1,405
HK$1,819 total
includes taxes & fees
9 Nov - 10 Nov
Hyatt Regency Chesapeake Bay
View all properties

Top St. Michaels Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Late night manager was extremely helpful!"
Rodney 1-night trip
Posted 9 days ago
St Michaels Inn
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Outstanding experience in every way. Staff was superior — everyone greeted us by name and was eager to ensure we had everything we needed. Meals at Stars were excellent — and the gorgeous views of the water and property enhanced the dining experience. The lit firepits and comfy seating outside were a welcome retreat in the early evening so we could sit and take in the views. We strolled the grounds via the walking paths and enjoyed the lush gardens and plantings. All in all, an amazing getaway."
Christina 2-night trip
Posted 11 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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