Historical Hotels in Annapolis, MD
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Annapolis Historic Hotels

Historic Inns of Annapolis
58 State Circle Annapolis MD
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $193 total per night
$193 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
At Historic Inns of Annapolis, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 50.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, tours or tickets, and luggage storage. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
Pet friendly
Free WiFi

Graduate by Hilton Annapolis
126 West St Annapolis MD
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $169 total per night
$169 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Graduate by Hilton Annapolis features a 24-hour gym, free WiFi in public areas, and conference space. Valet parking is available for USD 39 per night. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free use of bicycles, a ballroom, and an ATM.
Pet friendly
Free WiFi

Hilton Garden Inn Annapolis Downtown
174 West Street Annapolis MD
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $102 total per night
$102 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Hilton Garden Inn Annapolis Downtown features a 24-hour gym, free WiFi in public areas, and conference space. Parking is available for USD 35 per night (USD 39 per night for valet parking), and there's also an area shuttle. The front desk has multilingual staff on hand 24/7 to help with luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include a business center, laundry facilities, and wedding services.
Pet friendly
Free WiFi

The Westin Annapolis
100 Westgate Cir Annapolis MD
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $158 total per night
$158 total
Dec 28 - Dec 29
Total with taxes and fees
At The Westin Annapolis, guests enjoy a full-service spa, an indoor pool, and a 24-hour gym. Valet parking is offered for USD 39 per night. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this spa hotel include free WiFi in public areas, conference space, and a 24-hour business center.
Pool
Spa

Holiday Inn Express & Suites Annapolis by IHG
2451 Riva Rd Annapolis MD
Free Cancellation
$80 nightly
The price is $91 total per night
$91 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
Renovated in 2021, Holiday Inn Express & Suites Annapolis by IHG offers a 24-hour gym, free WiFi in public areas, and a 24-hour business center. Free parking is available if you drive. The front desk has multilingual staff standing by 24 hours a day to assist with dry cleaning/laundry and luggage storage. Additional amenities include coffee/tea in a common area, a computer station, and express check-out.
Breakfast included
Parking included

Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St Annapolis MD
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $232 total per night
$232 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Annapolis Waterfront Hotel, Autograph Collection offers a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is available for USD 39 per day. The 24-hour front desk has staff standing by to help with concierge services, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pet friendly
Free WiFi

Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Stevensville MD
This vacation home features a hot tub, an arcade/game room, and laundry facilities. Other amenities at this beach vacation home include local meal delivery service, a garden, and barbecue grills.
Hot Tub
Kitchen

Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Free Cancellation
$106 nightly
The price is $121 total per night
$121 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
At Crowne Plaza Annapolis by IHG, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Parking included

Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road Annapolis MD
Free Cancellation
$94 nightly
The price is $107 total per night
$107 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Country Inn & Suites by Radisson, Annapolis, MD, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has multilingual staff ready to assist with luggage storage and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

Kent Island Resort
500 Kent Manor Dr Stevensville MD
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $167 total per night
$167 total
Dec 28 - Dec 29
Total with taxes and fees
At Kent Island Resort, guests have access to an outdoor pool, free WiFi in public areas, and conference space. If you drive, take advantage of free parking. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this golf hotel include a seasonal outdoor pool, coffee/tea in a common area, and free use of bicycles.
Pool
Parking included

Best Western Annapolis
2520 Riva Rd Annapolis MD
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $78 total per night
$78 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Best Western Annapolis enjoy a gym, free WiFi in public areas, and a business center. You can take advantage of free parking if you drive. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include coffee/tea in a common area, a microwave in a common area, and laundry facilities.
Pool
Breakfast included

SpringHill Suites by Marriott Annapolis
189 Admiral Cochrane Drive Annapolis MD
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $115 total per night
$115 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
At SpringHill Suites by Marriott Annapolis, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is offered for USD 10.00 per day. Front-desk staff can answer questions 24/7, and assist with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include a hot tub, conference space, and a 24-hour business center.
Pool
Hot Tub

Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $104 total per night
$104 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
Sonesta ES Suites Annapolis features a 24-hour gym, free WiFi in public areas, and a 24-hour business center. Self parking is offered for USD 7 per night. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included

DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $86 total per night
$86 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of DoubleTree by Hilton Hotel Annapolis enjoy a 24-hour gym, free WiFi in public areas, and conference space. There's free parking and a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage and dry cleaning/laundry. Additional amenities include a business center, a microwave in a common area, and a refrigerator in a common area.
Pet friendly
Parking included

Hampton Inn & Suites Annapolis
124 Womack Dr Annapolis MD
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $93 total per night
$93 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Hampton Inn & Suites Annapolis, guests have access to a gym, free WiFi in public areas, and meeting rooms. Self parking is available for USD 10 per night. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, securing valuables, and luggage storage. Other amenities at this family-friendly hotel include conference space, a 24-hour business center, and a seasonal outdoor pool.
Pool
Breakfast included
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.
Annapolis hotels essential information
Accommodation | 556 hotels |
|---|---|
Lowest Price | $78 |
Highest Price | $232 |
Popular hotels | Historic Inns of Annapolis, Graduate by Hilton Annapolis, Hilton Garden Inn Annapolis Downtown, The Westin Annapolis, Holiday Inn Express & Suites Annapolis by IHG, Annapolis Waterfront Hotel, Autograph Collection, Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill., Crowne Plaza Annapolis by IHG, Country Inn & Suites by Radisson, Annapolis, MD, Kent Island Resort, Best Western Annapolis, SpringHill Suites by Marriott Annapolis, Sonesta ES Suites Annapolis, DoubleTree by Hilton Hotel Annapolis, Hampton Inn & Suites Annapolis |
Recent Historic Hotels Reviews

Historic Inns of Annapolis
5/5 Excellent
"Best place to stay is the main building"
A verified traveler from Palm City stayed at Historic Inns of Annapolis
Posted 3 days ago
More to Explore
- Romantic Hotels in Maryland
- Hotels in Maryland
- Maryland vacation rentals
- Family Hotels in Maryland
- Motels in Maryland
- Beach Hotels in Maryland
- Hotels with an Indoor Pool in Maryland
- Hotels on the Lake in Maryland
- Car rentals in Maryland
- Cheap Hotels in Maryland
- All-inclusive Resorts in Maryland
- Resorts & Hotels with Spas in Maryland
- Houseboats in Maryland
- Casinos in Maryland
- Cabins in Maryland
- Luxury Hotels in Maryland
- Bed & breakfast in Maryland
- Flights to Maryland
- Maryland vacations


