A crowd of people at an indoor event with blue lighting and hanging decorations.

Western Shore of Maryland Hotel Guide - Historic Hotels in Western Shore of Maryland, Maryland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Western Shore of Maryland Historic Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Western Shore of Maryland historic hotels

An outdoor patio with a metal table and chairs, a swimming pool in the background, and lush greenery.
A swimming pool surrounded by a fence, with a bench and a small tree in the foreground.
A garden with a variety of plants and trees, a small pond, and a brick building in the background.
A living room with a fireplace, a leather armchair, a bookshelf, and a coffee table with a vase of flowers.

1. Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
United States
Julia R.
€157
includes taxes & fees
20 Oct - 21 Oct
Rollingside Guest Suite
A waterfront with docked boats, a water taxi, and historic buildings.
A house with a red door, two windows, and a wreath on the door.
A neatly made bed with striped bedding and two bedside tables with lamps.
A living room with a brick wall, leather sofa, a small table with a lamp, and a TV mounted on the wall.

2. Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
United States
Carol
€215
includes taxes & fees
11 Nov - 12 Nov
Cozy Fells Point Gem / In The Heart of Fells Point
A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.
An aerial view of a coastal town with a marina, houses, and a bridge in the background.
A spacious indoor area with brick walls, multiple tables and chairs, and string lights.
A marina with multiple boats docked during sunset.

3. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
United States
Jennifer
€117
includes taxes & fees
12 Nov - 13 Nov
Historic Inns of Annapolis
A narrow hallway with wooden flooring, a white door, and a mirror on the wall.
A bed with striped bedding, two bedside lamps, and a brick-patterned wall.
A living room with a brick wall, wooden cabinet, television, and a red chair.
A waterfront with docked boats, a water taxi, and historic buildings.

4. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
United States
Mark M.
€208
includes taxes & fees
20 Oct - 21 Oct
Hidden Fells Point Gem / Private Courtyard Patio
A spacious lobby with a grand chandelier, multiple seating areas, and a piano in the background.
A hotel with a classic facade, large windows, and a covered entrance area with lights.
A lobby with a round glass table, leather chairs, and a potted plant.
A spacious dining area with multiple tables set for service, large windows, and a grand chandelier.

5. Lord Baltimore Hotel

Lord Baltimore Hotel
Downtown Baltimore
United States
Jacqualine
€121
includes taxes & fees
1 Nov - 2 Nov
Lord Baltimore Hotel
A wooden dock with Adirondack chairs and a ladder, overlooking a calm body of water with a distant shoreline.
A dock with a boat and a house in the background.
A house with a large lawn, a dock, and a tree.
A modern kitchen with white cabinets, a wooden dining table, stainless steel appliances, and a window providing natural light.

6. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
United States
Buu T.
€591
includes taxes & fees
19 Oct - 20 Oct
Chesapeake Cottages- 2 Quaint Waterfront Retreats
A dining table with a wine bottle, glasses, and a red bowl with a leaf pattern.
A riverside view with a bridge, boats, and a grassy area with chairs.
A living room with a TV, a dining area, and a kitchen in the background.
A cozy living room with a bed, a television, a coffee table, and a sofa.

7. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

Your Annapolis Waterfront retreat for a weekend or any-day getaway!
West Annapolis
United States
Jill R.
€399
includes taxes & fees
5 Nov - 6 Nov
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
A wooden dock extending into a calm body of water with boats docked at the end.
A kitchen with wooden flooring, stainless steel appliances, a white door, and a white dining table with chairs.
A modern living room with a white sofa, a coffee table, and a potted plant.
A two-story house with a porch, a flag, and a welcome sign.

8. Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
United States
Nancy N.
€408
includes taxes & fees
17 Nov - 18 Nov
Cozy 2br home w/ parking in downtown Annapolis
A room with a wooden floor, a ceiling fan, a refrigerator, a chair, a lamp, and a window with curtains.
A narrow hallway with a white cabinet, a small table with a vase of flowers, and a door leading to a bedroom.
A house with a red and white exterior, a covered porch with wicker furniture, and a stone patio.
A living room with a fireplace, a television, a ceiling fan, and a door with glass panels.

9. Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
United States
Kathleen B.
€299
includes taxes & fees
16 Nov - 17 Nov
Private 3 room Queen Suite w/Kitchenette
An outdoor patio area with a covered seating arrangement, string lights, and a wooden fence in the background.
A living room with a flat-screen TV, a fireplace, a framed map, and a clock on the wall.
A kitchen with a red toaster, stacked plates, and hanging pots.
A bedroom with a bed, bedside lamps, a framed picture, and a ceiling light fixture.

10. 2 Bedroom 2 Bath - Pack House Cottage Lancaster County PA

2 Bedroom 2 Bath - Pack House Cottage Lancaster County PA
Quarryville
United States
Marilyn B.
€282
includes taxes & fees
14 Nov - 15 Nov
2 Bedroom 2 Bath - Pack House Cottage Lancaster County PA
View all properties

Top Western Shore of Maryland Hotel Reviews

Hotel Revival Baltimore

Hotel Revival Baltimore

10/10 Excellent
"The hotel was beautiful, and the staff was friendly and helpful. I had a lovely breakfast at the Dashery. I greatly appreciated the upgrade to a corner suite, from which I had a fabulous view of Baltimore's Washington Monument."
Barbette 1-night trip
Posted 3 hours ago
Hotel Revival Baltimore
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Clean room, very nice decor and great staff"
Nadine 2-night trip
Posted 7 hours ago
Graduate by Hilton Annapolis
Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel

8/10 Good
"Nice and affordable place to stay for my weekend in Baltimore. I thoroughly enjoyed the location as well. Very close to many attractions and restaurants."
Ashley 2-night trip
Posted 7 hours ago
Renaissance Baltimore Harborplace Hotel
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

10/10 Excellent
"Great stuff"
Steven 1-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"my stay went very well. the room was very clean and pleasant. the staff helped me with a couple of items, and the breakfast staff in the restaurant was extremely friendly and helpful."
PATRICK 3-night trip
Posted 8 hours ago
DoubleTree by Hilton Hotel Annapolis
The Royal Sonesta Harbor Court Baltimore

The Royal Sonesta Harbor Court Baltimore

10/10 Excellent
"Had an amazing stay. Everyone was very nice, Anthony was very helpful with my bags and checking in, really appreciated that. The coffee cafe was ok, coffee was good, sandwich wasn’t. I didn’t eat at the restaurant. View was great, and loved waking to the view of the harbor. Felt safe walking around and enjoying the area on this solo trip. Would definitely book here again."
Jennifer 3-night trip
Posted 12 hours ago
The Royal Sonesta Harbor Court Baltimore
Hotel Indigo Baltimore Downtown by IHG

Hotel Indigo Baltimore Downtown by IHG

10/10 Excellent
"Helpful staff, clean rooms, excellent walkability."
Elizabeth 3-night trip
Posted 4 days ago
Hotel Indigo Baltimore Downtown by IHG

Explore a world of travel with Expedia