A rural landscape with a dirt road leading to a red barn, surrounded by fields and a clear sky.

Find Romantic Hotels in Trappe, MD from CA $118

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Check availability on Trappe Romantic Hotels

Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Trappe romantic hotels

A resort with a large pool, outdoor seating, and a view of the sea.
A spacious dining area with a view of the water, featuring a modern design with a marble floor and contemporary furniture.
A spacious lobby with a bar area, multiple seating arrangements, and a grand staircase.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

1. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
United States
John
CA $202
CA $269 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Regency Chesapeake Bay
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 spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.
A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

2. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
CA $233
CA $256 total
includes taxes & fees
Nov 2 - Nov 3
The Tidewater Inn
A two-story building with a covered entrance and an American flag.
A hotel room with two beds, a chair, and a painting on the wall.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

3. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Dean
CA $108
CA $118 total
includes taxes & fees
Nov 24 - Nov 25
St Michaels Inn
A beachfront property with a large tree, multiple buildings, and beach chairs.
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 waterfront bar with outdoor seating, a view of the water, and American flags.

4. Sandaway Suites & Beach

Sandaway Suites & Beach
Oxford
United States
Gary
CA $410
CA $451 total
includes taxes & fees
Nov 24 - Nov 25
Sandaway Suites & Beach
A brick building with a white porch and a well-maintained lawn.
A marina with multiple boats docked, calm water, and a clear sky.
An outdoor dining area with wooden tables and chairs, surrounded by greenery and a large tree.
A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

5. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
United States
Mary Beth S.
CA $231
CA $534 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.
A group of people toasting at a round table in a room with large windows and artwork on the walls.
A bedroom with a sloped ceiling, a wooden bed, a desk with a lamp, and a dresser.
A hallway with a wooden floor, a rug, a bookshelf with decorative items, a vase with flowers, and a statue of a horse.

6. Hummingbird Inn

Hummingbird Inn
Easton
United States
Todd
CA $415
CA $472 total
includes taxes & fees
Nov 2 - Nov 3
Hummingbird Inn
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.
A wooden console table with framed floral artwork, two lamps, and two ottomans.
A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.

7. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
CA $616
CA $678 total
includes taxes & fees
Oct 25 - Oct 26
The Oaks Waterfront
A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.
A hotel room with a large bed, a chair, a desk, and a television.
A golf course with a water hazard and surrounding trees.

8. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
CA $679
CA $746 total
includes taxes & fees
Nov 11 - Nov 12
Inn at Perry Cabin
A large building with a swimming pool, dock, and green surroundings.
A modern lounge area with a fireplace, seating, and a view of the outdoors.
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.

9. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
Kelly
CA $245
CA $270 total
includes taxes & fees
Oct 25 - Oct 26
The Tilghman Island Inn
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.
An outdoor patio with a round wooden table and chairs, surrounded by potted plants and a brick wall.
A cozy room with a fireplace, a framed picture above it, and two armchairs.
A four-poster bed with a floral bedspread, a nightstand with a lamp, and a chair with a cushion.

10. Parsonage Inn

Parsonage Inn
Downtown St. Michaels
United States
Paul
CA $350
CA $385 total
includes taxes & fees
Nov 2 - Nov 3
Parsonage Inn
View all properties

Top Trappe Hotel Reviews

Sandaway Suites & Beach

Sandaway Suites & Beach

10/10 Excellent
"What a spectacular place. Rooms are somewhat colonial but so comfortable. The grounds are super and we got to drink wine and watch the sunset each night on Adaondak chairs. Each morning there was a basket at the door left quietly at 0700. Inside is a carafe of coffee, all the fixings, pastry, juice. Thete was also an area in the reception of help yourself to fruit, etc. I would give this higher than an excellent if I could. The town is cute and there is a ferry to the site as well. You'll love it."
Elaine 3-night trip
Posted 1 day ago
Sandaway Suites & Beach
St Michaels Inn

St Michaels Inn

8/10 Good
"older facility but kept clean. a good value for an over night"
John 1-night trip
Posted 2 days ago
St Michaels Inn
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

8/10 Good
"Nice place, dinner staff was super slow but overall nice stay"
Richard 1-night trip
Posted 5 days ago
Hyatt Regency Chesapeake Bay
The Tidewater Inn

The Tidewater Inn

8/10 Good
"This hotel is a gorgeous historic hotel. It has all character and beauty that you expect in Easton, Maryland. People should be aware that the air conditioning/heat is controlled by the staff. So if it’s hot in the room, you can’t adjust the air conditioning."
Elena 2-night trip
Posted 8 days ago
The Tidewater Inn

Frequently asked questions

Searching for romantic hotels in Trappe?
Are you and your partner looking for a romantic vacation? While you're in Trappe, you'll find lots of things to see and do. During your trip, you might plan to visit Bill Burton Fishing Pier State Park and get in some quality time with your partner. Whether you want to get a couple's massage or watch the sunset from your balcony, there are 3 hotels and other accommodations in Trappe.
When is the best time of year for a romantic getaway to Trappe?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Trappe: The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Trappe is 53 inches.
What is there to do in Trappe?
There's nothing better than seeing a new place with your sweetheart, so consider checking out all that Trappe has to offer. Bill Burton Fishing Pier State Park is one of the local sights that might be worth a stop.
What's the best way to get to Trappe and around town during my romantic getaway?
This information about transportation options in Trappe might help your romantic trip get off to a smooth start: The closest major airport is Easton, MD (ESN-Easton - Newnam), located 10.6 mi (17 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.

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