Find Historic Hotels in Bozman, MD

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Check availability on Bozman Historic Hotels

Our top choices for Bozman historic hotels

Terrace/patio
The Tidewater Inn

The Tidewater Inn

3.0 star property
Easton
8.8 out of 10, Excellent, (841)
"Friendly staff, spotless room, great location. "
United States
Steven
$179 nightly
The price is $197
Dec 14 - Dec 15
Total with taxes and fees
The Tidewater Inn
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
$175 nightly
The price is $193
Jan 1 - Jan 2, 2026
Total with taxes and fees
Wylder Tilghman Island
Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1905)
"Great staff, comfortable beds, clean rooms and perfect location "
United States
Dawn
$164 nightly
The price is $187
Dec 16 - Dec 17
Total with taxes and fees
Historic Inns of Annapolis
Beach nearby, sun loungers, beach towels
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

North Beach
10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
$368 nightly
The price is $407
Dec 10 - Dec 11
Total with taxes and fees
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Exterior
134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel

2.5 star property
Annapolis
9.8 out of 10, Exceptional, (30)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
$206 nightly
The price is $235
Dec 14 - Dec 15
Total with taxes and fees
134 Prince - Luxury Boutique Hotel
Front of property
Flag House Inn

Flag House Inn

3.5 star property
Historic District
9.4 out of 10, Exceptional, (83)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
$196 nightly
The price is $223
Dec 16 - Dec 17
Total with taxes and fees
Flag House Inn
Exterior
86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel

2.0 star property
Historic District
10.0 out of 10, Exceptional, (3)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
Norway
Jo
$329 nightly
The price is $376
Dec 10 - Dec 11
Total with taxes and fees
86 State Circle - Luxury Boutique Hotel
Marina
Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis

Historic District
10.0 out of 10, Exceptional, (72)
"Great little house easy to walk to West St, Main St & the Yard (USNA). Has parking included which is nice. Great communication we owner. Will stay again. "
United States
Sheldon E.
$288 nightly
The price is $328
Dec 10 - Dec 11
Total with taxes and fees
Cozy 2br home w/ parking in downtown Annapolis
Interior
Historic Row Home with Hot Tub- 1 Block from Gate 1 at USNA!

Historic Row Home with Hot Tub- 1 Block from Gate 1 at USNA!

Historic District
10.0 out of 10, Exceptional, (5)
"Wonderful location. Easy walking to downtown restaurants, shops, city docks and USNA. Enjoyed spending time on front porch and swing.Comfortable beds and home like atmosphere.No need for a vehicle, but if you have one, parking garage is just a few blocks away. "
United States
Katie S.
$617 nightly
The price is $703
Dec 15 - Dec 16
Total with taxes and fees
Historic Row Home with Hot Tub- 1 Block from Gate 1 at USNA!
3 bedrooms, iron/ironing board, travel crib, WiFi
★ Midcentury Modern Getaway ★ Prime Location ★

★ Midcentury Modern Getaway ★ Prime Location ★

Historic District
10.0 out of 10, Exceptional, (35)
"This is our second time staying in the property and it’s adorable and so convenient to everything. Ryan was very responsive and easy to work with. "
United States
shannon r.
$514 nightly
The price is $586
Dec 17 - Dec 18
Total with taxes and fees
★ Midcentury Modern Getaway ★ Prime Location ★
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.
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Top Bozman Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Rooms are in the different buildings so we needed to check in to find out where we were staying. Parking is difficult so we chose to pay for valet. Loved the location and it was convenient for Midnight Madness shopping and to great restaurants."
Carolyn Alexandra 1-night trip
Posted 3 days ago
Historic Inns of Annapolis

Frequently asked questions

What should a history enthusiast expect from a trip to Bozman?
Sights with historical relevance in Bozman are likely at the top of your sightseeing list. You can also explore the many sights including the waterfront and restaurants
How many historical hotels are there in Bozman?
Bozman is home to 16 hotels and other lodging options bookable on Expedia though not many historic hotels to choose from.
What are the top historical sites and other places to visit in Bozman?
Places to visit in the wider area include St. Michaels Winery, St. Michaels Marina, and Chesapeake Bay Maritime Museum. You'll also find Saint Michaels Village and Avalon Theatre in the area.
What is a historic hotel like in Bozman?
Guests who choose a historic hotel can sleep in a building that has an officially recognized national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be considered a historic hotel as long as it has special significance. Traditional architecture and period features are often found in the guestrooms or communal spaces of these historic hotels in Bozman, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" 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 historic hotels are generally what's most important. For a heritage hotel, mainly, it's cultural value along with how it shaped the community.
Do historic hotels in Bozman have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, though efforts have been made to preserve the historic aspects and traditions. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found at a contemporary hotel will also be available in a historic hotel. Rest assured that when you select a historic hotel in Bozman, you won't find yourself staying at a place that's uncomfortable for guests or simply rundown.

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