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Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
  • 22 min drive from Shadyside Park
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,868 reviews)
"Always enjoy it. Great location. Neat buildings."

Reviewed on Jun 8, 2026

Historic Inns of Annapolis
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

3 out of 5
55 Hampton Park Blvd Capitol Heights MD
  • 23 min drive from Shadyside Park
Book a stay at this business-friendly hotel in Capitol Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6/10 (2,049 reviews)
"I had a great stay in this hotel"

Reviewed on Jun 7, 2026

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

4 out of 5
9100 Basil Court Upper Marlboro MD
  • 24 min drive from Shadyside Park
Book a stay at this business-friendly hotel in Upper Marlboro. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Northwest ...
8.2/10 Very Good! (1,004 reviews)
"Unfortunately, our stay was not a good experience due to the condition of the hotel. The AC was not working properly, and the room smelled like there had been ongoing water leakage or moisture issues. The beds were also very uncomfortable and felt as if you would roll toward the middle. That being ..."

Reviewed on May 27, 2026

DoubleTree by Hilton Hotel Largo/Washington DC
Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

3 out of 5
9421 Largo Drive West Upper Marlboro MD
  • 23 min drive from Shadyside Park
Book a stay at this business-friendly hotel in Upper Marlboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8/10 Very Good! (619 reviews)
"Staff was helpful and professional, room was clean."

Reviewed on Jun 8, 2026

Comfort Inn Largo-Washington DC East
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
  • 23 min drive from Shadyside Park
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.6/10 Excellent! (1,014 reviews)
"Staff was great hotel lacked amenities"

Reviewed on Jun 8, 2026

DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
  • 23 min drive from Shadyside Park
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,013 reviews)
"Great place to stay for a short visit to Annapolis."

Reviewed on Jun 4, 2026

Crowne Plaza Annapolis by IHG
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
  • 22 min drive from Shadyside Park
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
9.4/10 Exceptional! (1,006 reviews)
"It was a great place to stay."

Reviewed on Jun 7, 2026

Graduate by Hilton Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
  • 26 min drive from Shadyside Park
Book a stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,008 reviews)
"The upgrades look amazing"

Reviewed on Jun 8, 2026

Rod 'N' Reel Resort
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street Annapolis MD
  • 22 min drive from Shadyside Park
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (1,017 reviews)
"Besides being in a great location--only 15 minutes from downtown Annapolis, the hotel fit our needs perfectly. Nice size and clean room, breakfast available (although not included in the price), parking conveniently located next to hotel. Just excellent."

Reviewed on Jun 8, 2026

Hilton Garden Inn Annapolis Downtown
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
  • 22 min drive from Shadyside Park
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
8.8/10 Excellent! (936 reviews)
"Definitely the view of the harbor from our room and how all the stores and restaurants were in walking distance"

Reviewed on Jun 5, 2026

Annapolis Waterfront Hotel, Autograph Collection
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3 out of 5
2559 Riva Rd Annapolis MD
  • 22 min drive from Shadyside Park
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,001 reviews)
"Bed was lumpy and room smelled Like stale cigarettes and marijuana filled the second floor. Kept the balcony door open for fresh air that made it difficult to sleep because of feeling unsafe. The staff were friendly at check in and check out. We only needed one night. Will definitely use a different ..."

Reviewed on Jun 2, 2026

Courtyard by Marriott Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road Annapolis MD
  • 23 min drive from Shadyside Park
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,036 reviews)
"Nice hotel with good amenities. It was a mix of updated and outdated, but the outdated wasn’t too big of a deal. Nice staff."

Reviewed on Jun 9, 2026

Country Inn & Suites by Radisson, Annapolis, MD
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.

Find cheap hotels in Shady Side

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Frequently Asked Questions About Shady Side hotels

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How many hotels are there in Shady Side?

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