Historic Hotels & Resorts in St. Michaels from NZ$263

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Check availability on St. Michaels Historic Hotels

Best St. Michaels Historic Hotels

Terrace/patio
The Tidewater Inn

The Tidewater Inn

3.0 star property
Easton
8.8 out of 10, Excellent, (835)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is NZ$306
includes taxes & fees
7 Dec - 8 Dec
The Tidewater Inn
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (88)
"Fantastic escape with plenty of activities to do and things to explore would highly recommend to anyone looking to get away "
United States
Bryce
The price is NZ$348
includes taxes & fees
14 Dec - 15 Dec
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, (1886)
"Excellent stay. Can’t wait to return. "
United States
Kristen
Historic Inns of Annapolis
Front of property
Flag House Inn

Flag House Inn

3.5 star property
Historic District
9.4 out of 10, Exceptional, (80)
"Overpriced for what it offered. $500+ for a single night at the property sans breakfast or parking. Room itself was small with no real historic flair or charm. Found a used washcloth on the floor housekeeping had overlooked. To check in during peak hours we had to call hotel staff (attending to other properties when we arrived) in order to get access to the room. If this property were about $200 less expensive, I would have zero complaints, but to spend that amount of money I expected way...
United States
Kathy
The price is NZ$263
includes taxes & fees
17 Nov - 18 Nov
Flag House Inn
Exterior
134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel

2.5 star property
Annapolis
9.8 out of 10, Exceptional, (29)
"Very friendly staff!"
United States
Richard
134 Prince - 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, (71)
"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.
The price is NZ$542
includes taxes & fees
18 Nov - 19 Nov
Cozy 2br home w/ parking in downtown 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.
The price is NZ$861
includes taxes & fees
3 Dec - 4 Dec
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
3 bedrooms, iron/ironing board, travel cot, WiFi
★ Midcentury Modern Getaway ★ Prime Location ★

★ Midcentury Modern Getaway ★ Prime Location ★

Historic District
10.0 out of 10, Exceptional, (35)
"We so enjoyed our stay at this location. The thing I liked most was it had 3 king size beds! Everything was clean and updated but historical elements were also there. Very homey feeling!"
United States
Shannon L.
The price is NZ$976
includes taxes & fees
17 Nov - 18 Nov
★ Midcentury Modern Getaway ★ Prime Location ★
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
The price is NZ$672
includes taxes & fees
18 Nov - 19 Nov
86 State Circle - Luxury Boutique Hotel
Property grounds
New Downtown Annapolis Condo With Free Parking

New Downtown Annapolis Condo With Free Parking

Historic District
10.0 out of 10, Exceptional, (32)
"The apartment is exactly what we expected and was a great place to stay! Highly recommend. "
United States
Megan U.
The price is NZ$651
includes taxes & fees
17 Nov - 18 Nov
New Downtown Annapolis Condo With Free Parking
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 St. Michaels Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Nice big rooms, comfortable beds. Well maintained. "
Margaret 1-night trip
Posted 2 days ago
Graduate by Hilton Annapolis

Frequently asked questions

What should a history enthusiast expect from a trip to St. Michaels?
The historical places in St. Michaels are likely at the top of your travel itinerary. Visit the waterfront and shops while you're in town. During your stay in this romantic area, you can also relish a trip to the seafood restaurants.
How many historical hotels are there in St. Michaels?
St. Michaels is home to 64 lodging options bookable on Expedia though not many historic hotels to choose from.
What are the top historical places and other sights in St. Michaels?
St. Michaels is notable for landmarks like St. Michaels Museum. The picturesque setting of Church Cove Park and CL Open Field exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are St. Michaels Marina and Chesapeake Bay Maritime Museum.
What is a historic hotel like in St. Michaels?
Guests who book a historic hotel can spend a night or two in a place that has a national historic designation. A palace, castle, grand home or even an old police station, pub, lodge or skyscraper can be turned into a historic hotel provided that it's a place of special interest. Traditional architecture and period features can be admired in the public spaces and guestrooms of such hotels in St. Michaels, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. "Historic hotel" is a term often used in the US, whereas "heritage hotel" is common in Asia and Europe. A historic hotel tends to put more importance on the physical building and architecture. A heritage hotel draws meaning mainly from the cultural value and how it inspired the surrounding community.
Do historic hotels in St. Michaels have modern facilities?
Yes, every effort is made to preserve treasured traditions and historic facades, but hotel interiors are fitted with modern conveniences and safety features. Visitors should expect the popular amenities you'd get from a hotel such as Smart TVs, WiFi and updated bathroom facilities. When you book a historic hotel in St. Michaels, it doesn't mean you will stay in a place that's uncomfortable for guests or simply rundown.