Historic Hotels & Resorts in St. Michaels from NZ$344

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Best St. Michaels Historic Hotels

Terrace/patio
The Tidewater Inn
The Tidewater Inn
3.0 star property
8.8 out of 10, Excellent, (833)
"Great hotel! Stayed there multiple times."
The price is NZ$344
includes taxes & fees
2 Nov - 3 Nov
The Tidewater Inn
Seasonal outdoor pool
Wylder Tilghman Island
Wylder Tilghman Island
2.0 star property
8.8 out of 10, Excellent, (84)
"Very relaxing stay."
The price is NZ$406
includes taxes & fees
23 Oct - 24 Oct
Wylder Tilghman Island
Terrace/patio
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1856)
"The hotel was absolutely clean and close to the shops and restaurants. "
Historic Inns of Annapolis
Front of property
Flag House Inn
Flag House Inn
3.5 star property
9.4 out of 10, Exceptional, (79)
"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"
The price is NZ$416
includes taxes & fees
2 Nov - 3 Nov
Flag House Inn
Exterior
134 Prince - Luxury Boutique Hotel
134 Prince - Luxury Boutique Hotel
2.5 star property
9.8 out of 10, Exceptional, (28)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
134 Prince - Luxury Boutique Hotel
Exterior
86 State Circle - Luxury Boutique Hotel
86 State Circle - Luxury Boutique Hotel
2.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
The price is NZ$708
includes taxes & fees
26 Oct - 27 Oct
86 State Circle - Luxury Boutique Hotel
Interior
Historic Row Home 1 Block from Gate 1 at USNA!
Historic Row Home 1 Block from Gate 1 at USNA!
10.0 out of 10, Exceptional, (2)
"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "
The price is NZ$1,210
includes taxes & fees
21 Oct - 22 Oct
Historic Row Home 1 Block from Gate 1 at USNA!
Marina
Cozy 2br home w/ parking in downtown Annapolis
Cozy 2br home w/ parking in downtown Annapolis
10.0 out of 10, Exceptional, (71)
"The house was clean and all amenities were provided. It was also very walkable to many restuarants and the dock street location in town. Would highly recomment this house for your next stay"
The price is NZ$564
includes taxes & fees
4 Nov - 5 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
10.0 out of 10, Exceptional, (30)
"Absolutely beautiful and spacious home perfectly located in North Beach. Very peaceful area and close to the beach, restaurants and shopping. We really enjoyed our stay and hope to visit again in the future. "
The price is NZ$875
includes taxes & fees
19 Oct - 20 Oct
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Fridge, microwave, oven, stovetop
Historic Row Home in Downtown Annapolis
Historic Row Home in Downtown Annapolis
Historic Row Home in Downtown Annapolis
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

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"Very professionally cleaned. Safe."
Willie Frank 2-night trip
Posted 20 hours ago
Hyatt Regency Chesapeake Bay

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 66 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.