Find Historic Hotels in Hollywood, MD

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Hollywood Historic Hotels

Our top choices for Hollywood historic hotels

Exterior
River Edge Inn

River Edge Inn

River Edge Inn
2.5 star property
Colonial Beach
8.2 out of 10, Very Good, (418)
"We have stayed here numerous times and it is so convenient to the beach and restarants."
United States
Paula
River Edge Inn
Property grounds
Sail Away

Sail Away

Sail Away
Colonial Beach
9.8 out of 10, Exceptional, (9)
"Very clean and well kept. Pictures were accurate. I would stay here again. "
United States
Anne
The price is ￥18,383
￥45,137 total
includes taxes & fees
Dec 11 - Dec 12
Sail Away
Beach nearby
Discover the charm of Colonial Beach

Discover the charm of Colonial Beach

Discover the charm of Colonial Beach
Colonial Beach
9.8 out of 10, Exceptional, (6)
"Perfect location, the Inn and room was very quaint and cozy. Everything was walkable, and comfortable bed! "
United States
Richard F.
The price is ￥25,287
￥31,118 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Discover the charm of Colonial Beach
Exterior
Historic charm with modern amenities

Historic charm with modern amenities

Historic charm with modern amenities
2.0 star property
Colonial Beach
10.0 out of 10, Exceptional, (3)
"The room we stayed in had a separate bedroom, living room and bathroom. Oversized refrigerator was handy. Will definitely stay here again."
United States
John P.
The price is ￥41,027
￥46,922 total
includes taxes & fees
Dec 11 - Dec 12
Historic charm with modern amenities
Beach
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Colonial Beach
9.8 out of 10, Exceptional, (15)
"We love going to Colonial Beach. This house offered everything we were looking for in a mini vacation."
United States
Anonymous traveler
The price is ￥36,611
￥69,878 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Beach
Sail Away To

Sail Away To

Sail Away To
Colonial Beach
9.4 out of 10, Exceptional, (12)
"We stayed two nights June 11-13 and it is an excellent VRBO, clean, great location, great views, good parking space, with washer and dryer. The hosts are super, welcoming, and responsive. Highly recommended."
United States
James T.
The price is ￥18,383
￥45,137 total
includes taxes & fees
Dec 11 - Dec 12
Sail Away To
Fridge, microwave, oven, stovetop
The Lyellton House: 6 Bd 4Ba - Steps to Shops & Shore - Pet Friendly

The Lyellton House: 6 Bd 4Ba - Steps to Shops & Shore - Pet Friendly

The Lyellton House: 6 Bd 4Ba - Steps to Shops & Shore - Pet Friendly
Colonial Beach
10.0 out of 10, Exceptional, (14)
"This house is lovely with the host being amazing. All of our questions were answered with a friendly response.The location to the water, shops, and restaurants is perfect. "
United States
LaVerne P.
The price is ￥60,393
￥123,421 total
includes taxes & fees
Dec 22 - Dec 23
The Lyellton House: 6 Bd 4Ba - Steps to Shops & Shore - Pet Friendly
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.
View all properties

Top Hollywood Hotel Reviews

Extended Stay America Select Suites Lexington Park Pax River

Extended Stay America Select Suites Lexington Park Pax River

10/10 Excellent
"Clean room. Staff respect the room number privacy policy."
Derwin 1-night trip
Posted 3 days ago
Extended Stay America Select Suites Lexington Park Pax River

Explore a world of travel with Expedia

Frequently asked questions

What should I expect on my historical trip to Hollywood?
Significant historical sites in Hollywood are likely at the top of your travel itinerary. You can also enjoy the many sights to visit such as restaurants and sporting events
How many historical hotels are there in Hollywood?
In Hollywood, you'll find 4 hotel accommodations bookable on Expedia but not many designated as historic hotels.
What are the top historical places and other sights to visit in Hollywood?
Hollywood is notable for landmarks like Greenwell State Park. A couple of additional sights to add to your agenda are Former Rowland Property and Three Notch Park.
What is a historic hotel like in Hollywood?
When you book a historic hotel, you'll spend a night or two in a building that has a national historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be turned into a historic hotel as long as it's of special interest. Traditional architecture and period features are typically found in the communal spaces and guestrooms of historic hotels in Hollywood, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is a term often used in the U.S. overall though the terms are similar. The architecture and building of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value along with how it inspired the community.
Do historic hotels in Hollywood have modern facilities?
Hotels have the safety features and modern conveniences you've come to expect, while every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the popular amenities found at a contemporary hotel will also be available in a historic hotel. When you choose a historic hotel in Hollywood, don't worry that you'll find a place that is rundown or uncomfortable.