Title: Book the Best HISTORIC Hotels in Annapolis in 2026 | Expedia.ca

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# Find Historic Hotels in Annapolis, MD from CA $244

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## Check availability on Annapolis Historic Hotels

Tonight

[Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-12-17&endDate=2025-12-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Annapolis historic hotels

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/be7252cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/c1b842f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/5c9aedf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Inns of Annapolis

[](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

Historic District

9.0/10

Wonderful

(1903)

" Great place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lewis

CA $172

CA $244 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/cc957ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/fda5370c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chesapeake Suite](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/49daa5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chesapeake Suite](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/w1857h2500x0y0-ac5cefb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flag House Inn

[](https://www.expedia.ca/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information)

Historic District

9.4/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth

CA $262

CA $299 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/a8bf1b01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, City View](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/eaea568e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/6d339134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/97119172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 86 State Circle - Luxury Boutique Hotel

[](https://www.expedia.ca/Annapolis-Hotels-86-State-Circle-Luxury-Boutique-Hotel.h115964505.Hotel-Information)

Historic District

10/10

Exceptional

(3)

"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."

![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg)

Jo

CA $434

CA $495 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Annapolis-Hotels-86-State-Circle-Luxury-Boutique-Hotel.h115964505.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/1976e6ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Single Room, 1 King Bed, Bathtub, Harbour View](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/15680a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/2624f48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/03fed2cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 134 Prince - Luxury Boutique Hotel

[](https://www.expedia.ca/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information)

Annapolis

9.8/10

Exceptional

(31)

"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ian

[](https://www.expedia.ca/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76580000/76579700/76579660/05703878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76580000/76579700/76579660/bec6a7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76580000/76579700/76579660/42aee333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76580000/76579700/76579660/985e9e07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Downtown 3rd Floor 1 Bedroom Apt

[](https://www.expedia.ca/Annapolis-Hotels-Charming-Downtown-3rd-Floor-1-Bedroom-Apt.h76579660.Hotel-Information)

Historic District

9.8/10

Exceptional

(20)

"We had a great time staying that this home. It was a perfect stay for my wife and I."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric S.

CA $220

CA $398 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Annapolis-Hotels-Charming-Downtown-3rd-Floor-1-Bedroom-Apt.h76579660.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/1aa587de_edited_b1ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/a05c57e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/w1359h906x3y0-2211d6c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/w1359h908x3y2-e4e5546a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Annapolis-Hotels-Historic-Row-Home-1-Block-From-Gate-1-At-USNA.h117588789.Hotel-Information)

Historic District

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katie S.

CA $261

CA $1,074 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Annapolis-Hotels-Historic-Row-Home-1-Block-From-Gate-1-At-USNA.h117588789.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/fc34c762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/5acb80c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/081c863e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/ba6b073a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2br home w/ parking in downtown Annapolis

[](https://www.expedia.ca/Annapolis-Hotels-Cozy-2br-Home-W-Parking-In-Downtown-Annapolis.h42019059.Hotel-Information)

Historic District

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sheldon E.

CA $218

CA $487 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Annapolis-Hotels-Cozy-2br-Home-W-Parking-In-Downtown-Annapolis.h42019059.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69670000/69666500/69666468/3d98a748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69670000/69666500/69666468/a6db755d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/70000000/69670000/69666500/69666468/876912bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69670000/69666500/69666468/174999ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Downtown Annapolis Condo With Free Parking

[](https://www.expedia.ca/Annapolis-Hotels-Downtown-Annapolis-Condo-W-Free-Parking-Coffee.h69666468.Hotel-Information)

Historic District

10/10

Exceptional

(34)

"This is our second stay here and we love it. Very clean and close to everything. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Francesca K.

CA $205

CA $497 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Annapolis-Hotels-Downtown-Annapolis-Condo-W-Free-Parking-Coffee.h69666468.Hotel-Information)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/49000000/48630000/48624300/48624274/1b8e0fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/49000000/48630000/48624300/48624274/c86eb9a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48630000/48624300/48624274/3c0a3b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48630000/48624300/48624274/ed81b1a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ★ Midcentury Modern Getaway ★ Prime Location ★

[](https://www.expedia.ca/Annapolis-Hotels-Midcentury-Modern-Getaway-Prime-Location.h48624274.Hotel-Information)

Historic District

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

shannon r.

CA $347

CA $900 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Annapolis-Hotels-Midcentury-Modern-Getaway-Prime-Location.h48624274.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w950h680x38y3-96439ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w951h680x36y3-968871c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w905h683x60y0-0737769d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w816h682x104y0-a072a320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded Cozy Cottage in Historic Downtown

[](https://www.expedia.ca/Annapolis-Hotels-Secluded-Cozy-Cottage-In-Historic-Downtown.h92565863.Hotel-Information)

Historic District

9.6/10

Exceptional

(16)

"Lovely, secluded cottage close to downtown Annapolis. Host was very accommodating and communicated lots of great info. Looking forward to coming back when we can stay longer."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael C.

CA $442

CA $794 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Annapolis-Hotels-Secluded-Cozy-Cottage-In-Historic-Downtown.h92565863.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-01&endDate=2026-01-02&regionId=6034082&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Annapolis Hotel Reviews

![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950_y.jpg)

### Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent

"Great for a family with kids. Staff was patient and kind. Rooms were comfortable pool was a bonus. "

[](https://expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)

![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg)

### DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Staff and amenities "

[](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information)

![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0_y.jpg)

### Crowne Plaza Annapolis by IHG

10/10 Excellent

"Clean and friendly"

[](https://expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information)

![SpringHill Suites by Marriott Annapolis](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82_y.jpg)

### SpringHill Suites by Marriott Annapolis

10/10 Excellent

"Very clean rooms and comfortable beds. Staff is always courteous and helpful. Nice hot buffet breakfast . Great location ! "

[](https://expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information)

![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg)

### Hilton Garden Inn Annapolis Downtown

10/10 Excellent

"Courteous and helpful staff. Very clean. "

[](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information)

![TownePlace Suites by Marriott Annapolis](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/589ffa9d_y.jpg)

### TownePlace Suites by Marriott Annapolis

10/10 Excellent

"The staff was welcoming, the room was very clean and comfortable and tue pocation waa great."

[](https://expedia.ca/Edgewater-Hotels-Admiral-Suites.h297099.Hotel-Information)

![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg)

### Historic Inns of Annapolis

10/10 Excellent

"Beautiful area! Loved the room! We took a taxi from the airport, it was nice to not have to worry about parking."

[](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![Candlewood Suites Annapolis by IHG](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/f27fb62d_y.jpg)

### Candlewood Suites Annapolis by IHG

10/10 Excellent

"Our room was super clean! The staff was great!"

[](https://expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information)

![Courtyard by Marriott Annapolis](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/122348e3_y.jpg)

### Courtyard by Marriott Annapolis

10/10 Excellent

"Clean. Friendly. Balcony. Value"

[](https://expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information)

## Frequently asked questions

### What should a history buff expect from a stay in Annapolis?

### What's the best accommodation in Annapolis to be near historical sites?

### How many historically relevant hotels are located in Annapolis?

### What are the must-see historical places and other sights to visit in Annapolis?

### What is a historic hotel like in Annapolis?

### What is the difference between a historic hotel and a heritage hotel?

### Do historic hotels in Annapolis have modern facilities?

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- [Flights to Maryland ](https://www.expedia.ca/Destinations-In-Maryland.d222.Flight-Destinations)
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- [Things to do in Anne Arundel County ](https://www.expedia.ca/Things-To-Do-In-Anne-Arundel-County.d553248635083910990.Travel-Guide-Activities)
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