Historical Buildings in Annapolis

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Featured Annapolis Historic Hotels

Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
Free CancellationReserve now, pay when you stay
$88
per night
Nov 10 - Nov 11
4.2/5Excellent! (1,688 reviews)

"Beautiful room, historic quint and charming excellent location to everything in downtown Annapolis"…"

Reviewed on Oct 15, 2019

Historic Inns of Annapolis
Hotel Annapolis
4 out of 5
126 West St, Annapolis, MD
$89
per night
Oct 30 - Oct 31
4.4/5Excellent! (1,395 reviews)

"Newly renovated property. Great walkable location. Friendly staff. Comfortable mattress and pillows."…"

Reviewed on Oct 14, 2019

Hotel Annapolis
Renovated Historic Home Located Downtown With Parking - Walk Everywhere !
4.8/5Exceptional! (66 reviews)
Fall mid week getaway

"We had such a fun time at this property on Charles Street ! The house is a genuine Historic landmark compete with a plaque and so many charming original details . The owner decorated it super cute and while it’s not super renovated that’s not what I’m looking for when I do home travel - Go stay outside ..."…"

Reviewed on Sep 12, 2019

Renovated Historic Home Located Downtown With Parking - Walk Everywhere !
Hilton Garden Inn Annapolis Downtown
3.5 out of 5
174 West Street, Annapolis, MD
Free CancellationReserve now, pay when you stay
$89
per night
Oct 21 - Oct 22
4.4/5Excellent! (251 reviews)

"Great property and location that allows you to walk pretty much everywhere in minutes."…"

Reviewed on Oct 14, 2019

Hilton Garden Inn Annapolis Downtown
The Westin Annapolis
4 out of 5
100 Westgate Cir, Annapolis, MD
$139
per night
Oct 20 - Oct 21
4.3/5Excellent! (695 reviews)

"location for the visit was very good. people were helpful when we needed things. the phone messaging was not easy to follow but we got it in the end."…"

Reviewed on Sep 19, 2019

The Westin Annapolis
Holiday Inn Express & Suites Annapolis
2.5 out of 5
2451 Riva Rd, Annapolis, MD
Free Cancellation
$88
per night
Oct 27 - Oct 28
4/5Very Good! (694 reviews)

"David was so pleasant when we checked in. All staff we encountered were very nice"…"

Reviewed on Oct 8, 2019

Holiday Inn Express & Suites Annapolis
Annapolis Waterfront Hotel, Autograph Collection
4 out of 5
80 Compromise St, Annapolis, MD
Free CancellationReserve now, pay when you stay
$152
per night
Nov 17 - Nov 18
4.2/5Very Good! (212 reviews)

"The hotel was in an awesome location in Annapolis with an awesome view."…"

Reviewed on Aug 17, 2019

Annapolis Waterfront Hotel, Autograph Collection
Charming Home In Presidents Hill Area Near to the Historic District
4.6/5Wonderful! (7 reviews)
PPW Weekend

"Great stay. Easy walking access to the Naval Academy. Private parking was very convenient. Thanks for sharing your home."…"

Reviewed on Aug 16, 2019

Charming Home In Presidents Hill Area Near to the Historic District
Kent Island Beach House - Chesapeake Bay Beach Volleyball & Walk to Tiki Bar!
4.8/5Exceptional! (6 reviews)
Great location, great house for entertaining everyone from kids to adults

"We stayed in the offseason and still had a blast. Location was great, house was perfect."…"

Reviewed on Nov 21, 2018

Kent Island Beach House - Chesapeake Bay Beach Volleyball & Walk to Tiki Bar!
Kent Island Golf House: A Par for the Course & A Mile From the Beach & Tiki Bar!
5/5Exceptional! (5 reviews)
Awesome spot!

"The house was in wonderful shape. The owners were immediately responsive to one minor issue we had. They alsohelped us find a fishing charter. I would definitely rent this house again!"…"

Reviewed on Aug 20, 2019

Kent Island Golf House: A Par for the Course & A Mile From the Beach & Tiki Bar!
Downtown Annapolis Luxury Home - Walk TO Everything Annapolis HAS TO Offer!
5/5Exceptional! (107 reviews)
Great stay close to downtown.

"Jennifer and Steve’s house was perfect for a large gathering. A massive and well-supplied kitchen, nice sized yard/patio and game room basement were the highlights. Located on a pleasant street mere steps from the main drag and a pleasant walk to the harbor. Communication and check in straightforward ..."…"

Reviewed on Sep 16, 2019

Downtown Annapolis Luxury Home - Walk TO Everything Annapolis HAS TO Offer!
Scotlaur Inn Bed & Breakfast
2.5 out of 5
165 Main Street, Annapolis, MD
Get Rates
4.2/5Very Good! (171 reviews)

"Great location, Main St in town. Two blocks from the water. Restaurants, cafe's, theatre all within walking distance."…"

Reviewed on Jun 9, 2018

Scotlaur Inn Bed & Breakfast
Crowne Plaza Annapolis
3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Free Cancellation
$87
per night
Oct 21 - Oct 22
4.1/5Very Good! (1,611 reviews)

"No way to heat water in the room as Kerrigan requires a pod. We drink herbal teas so no way to fix a cup."…"

Reviewed on Oct 15, 2019

Crowne Plaza Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
3 out of 5
2600 Housley Road, Annapolis, MD
Free CancellationReserve now, pay when you stay
$84
per night
Oct 27 - Oct 28
4.3/5Excellent! (1,432 reviews)

"The shuttle to and from the boat show and to dinner and back was excellent.."…"

Reviewed on Oct 15, 2019

Country Inn & Suites by Radisson, Annapolis, MD
The Waterfront Historic Kent Manor Inn
3.5 out of 5
500 Kent Manor Dr, Stevensville, MD
Free CancellationReserve now, pay when you stay
$129
per night
Oct 20 - Oct 21
4.2/5Excellent! (123 reviews)

"Loved the all school charm of the property! No one is available at the property after 5:00pm which is unusual. Overall, a wonderful experience!"…"

Reviewed on Oct 15, 2019

The Waterfront Historic Kent Manor Inn
Best Western Annapolis
2.5 out of 5
2520 Riva Rd, Annapolis, MD
Free CancellationReserve now, pay when you stay
$61
per night
Nov 14 - Nov 15
3.5/5Good! (1,659 reviews)

"Reasonable rate for this area. A short drive from downtown Annapolis. Nothing fancy, but clean and comfortable. Only drawback is close to a highway- very loud at night"…"

Reviewed on Oct 13, 2019

Best Western Annapolis
SpringHill Suites by Marriott Annapolis
3 out of 5
189 Admiral Cochrane Drive, Annapolis, MD
Free CancellationReserve now, pay when you stay
$89
per night
Nov 4 - Nov 5
4.5/5Wonderful! (911 reviews)

"The bed was comfortable. Courteous staff, even the room attendant was polite and cheerful."…"

Reviewed on Oct 15, 2019

SpringHill Suites by Marriott Annapolis
Residence Inn by Marriott Annapolis
3 out of 5
170 Admiral Cochrane Dr, Annapolis, MD
Free CancellationReserve now, pay when you stay
$101
per night
Nov 3 - Nov 4
4.5/5Wonderful! (228 reviews)

"Everything I look for. Free breakfast, full kitchen, clean, comfortable,daily housekeeping."…"

Reviewed on Oct 1, 2019

Residence Inn by Marriott Annapolis
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Guide to Annapolis Historic Hotels

When you take a Annapolis trip out of town, it is easy to pick a chain you are familiar with, or a modern hotel. You may be used to your room having all the familiar amenities. But sometimes opting to stay in a more unique hotel can enhance your holiday. Staying in a Annapolis historic hotel allows you to still have a fully-furnished room and one with loads of personality. Moreover, it allows you to immerse yourself in Annapolis's history.

Old-World Charm, New World Amenities

When you walk through your Annapolis hotel's doors, you'll be transported to the past. With their unique architectures and areas steeped in the past, you'll love how these historic hotels stand apart from their modern counterparts. While these accommodations may be historic, they have many of the up-to-date amenities that help you relax or keep in touch on your vacation. You will discover rooms outfitted with a comfy bed, and about anything you may need for a wonderful visit.

After you've spent time admiring the hotel's grounds, you can explore the prominent landmarks and museums to appreciate more of the Annapolis's culture. If you want to learn about Annapolis's history, then you have come to the right place. Annapolis has 10 historical sites and landmarks in the area. After going to places like Peggy Stewart House, U.S. Naval Academy, and Brice House you'll be able to write your own book on Annapolis. If you have time, then also add in a trip to Paca House and Garden. Looking for more things to do in Annapolis? You can read what fellow travelers found worth a visit in Expedia's review section. You'll find 11261 recommendations in our comment section on great spots to grab a bite, more things to do, and what they enjoyed most during their getaway.

Book Your Annapolis Historic Hotel

If you want to get the most from your Annapolis visit, a stay in one of these vintage hotels will elevate your time spent in this historic region. Having 194 of these one-of-a-kind hotels to pick from. Rates on these Annapolis historic hotels range from $61 to $152. You are certain to discover one that you'll love. But, just like the past eras you're exploring, these rates won't last forever. Reserve soon to get your room in one of these landmark properties.

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