Historic Hotels & Resorts in Annapolis from NZ$266

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Check availability on Annapolis Historic Hotels

Best Annapolis Historic Hotels

Inn at Haven Harbour
View from property

Inn at Haven Harbour

3.0 star property
8.0 out of 10, Very good, (3)
"Steps to the 3rd floor attic Low headroom every where 4' to 5' headroom in front of the toilet 8 yr old banged his head Everything was good except the very small room Don't rent this room unless you're 4' tall I'm surprised it passed inspection "
The price is NZ$442
includes taxes & fees
19 Aug - 20 Aug
Inn at Haven Harbour
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (61)
"Good service and good options to enjoy the stays. "
The price is NZ$392
includes taxes & fees
25 Aug - 26 Aug
Wylder Tilghman Island
86 State Circle - Luxury Boutique Hotel
Exterior

86 State Circle - Luxury Boutique Hotel

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is NZ$539
includes taxes & fees
20 Aug - 21 Aug
86 State Circle - Luxury Boutique Hotel
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1833)
"Great stay"
Historic Inns of Annapolis
Hotel Brexton, Trademark Collection by Wyndham
Exterior

Hotel Brexton, Trademark Collection by Wyndham

3.0 star property
8.4 out of 10, Very good, (545)
"It’s an older building but the room is nice. Staff is nice too"
The price is NZ$266
includes taxes & fees
25 Aug - 26 Aug
Hotel Brexton, Trademark Collection by Wyndham
Historic Row Home 1 Block from Gate 1 at USNA!
Interior

Historic Row Home 1 Block from Gate 1 at USNA!

10.0 out of 10, Exceptional, (1)
"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. "
The price is NZ$1,115
includes taxes & fees
20 Aug - 21 Aug
Historic Row Home 1 Block from Gate 1 at USNA!
Historic Row Home in Downtown Annapolis
Fridge, microwave, oven, stovetop

Historic Row Home in Downtown Annapolis

The price is NZ$1,041
includes taxes & fees
19 Aug - 20 Aug
Historic Row Home in Downtown Annapolis
18th Cent. Charm in Historic Downtown Annapolis
Fridge, microwave, oven, stovetop

18th Cent. Charm in Historic Downtown Annapolis

9.4 out of 10, Exceptional, (8)
"Property description is accurate, host is quickly responsive."
The price is NZ$655
includes taxes & fees
1 Sept - 2 Sept
18th Cent. Charm in Historic Downtown Annapolis
Cozy 2br home w/ parking in downtown Annapolis
Marina

Cozy 2br home w/ parking in downtown Annapolis

10.0 out of 10, Exceptional, (70)
"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$635
includes taxes & fees
9 Sept - 10 Sept
Cozy 2br home w/ parking in downtown Annapolis
★ Midcentury Modern Getaway ★ Prime Location ★
3 bedrooms, iron/ironing board, travel cot, WiFi

★ Midcentury Modern Getaway ★ Prime Location ★

10.0 out of 10, Exceptional, (33)
"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. "
The price is NZ$954
includes taxes & fees
25 Aug - 26 Aug
★ 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.

Top Annapolis Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Easy access, friendly staff, clean as well"
Justin 1-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Annapolis

Frequently asked questions

What should a history enthusiast expect from a trip to Annapolis?
Those who want a tour of the local history will want to plan a trip to Annapolis. While you're here, you might want to visit the university campus and major shopping area. You can also relish a trip to the top-notch restaurants.
What's the best accommodation in Annapolis to be near historical sites?
Based on our travel expertise, Historic Inns of Annapolis is a top historic hotel bookable on Expedia and it features free Wi-Fi. William Paca House is a short walk away.
How many historically relevant hotels will I find in Annapolis?
Annapolis is home to 572 lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical places and other sights to visit in Annapolis?
Annapolis is notable for landmarks like William Paca House, 97, 99 and 101 East Street and Hammond-Harwood House. Cultural venues include Maryland Hall for Creative Arts, Annapolis Maritime Museum and Banneker Douglass Museum. Additionally, you'll find Arundel Mills Mall in the area.
What is a historic hotel like in Annapolis?
Guests who choose historic hotels have the chance to stay in a building that has been recognised with an official historic designation. Historic hotels throughout the world can be castles, palaces or even pubs or old police stations — any building that's been identified as being of special interest. These types of hotels in Annapolis often preserve original qualities like traditional architecture and period features in their public spaces or guestrooms.
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. Historic hotels tend to focus 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 Annapolis have modern facilities?
Yes, efforts are made to preserve historic facades and treasured traditions, while interiors have safety features and modern conveniences. Tourists who book a stay can expect the usual amenities from a contemporary hotel such as Smart TVs, WiFi and updated bathroom facilities. Booking a historic hotel in Annapolis doesn't mean you're picking a place that's rundown or uncomfortable for guests.