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Hotels in Shady Side

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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! (1,866 reviews)
"The staff was very friendly. The room was clean."

Reviewed on Jul 2, 2026

Historic Inns of Annapolis
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! (1,002 reviews)
"Check in was smooth, typical. Room was located on a wing away from the lobby which we liked b/c we could access directly from the parking lot. We were in and out a lot during our stay so that was nice. Room was clean with your usual amenities nothing outstanding. Bathroom again fairly clean but the ..."

Reviewed on Jul 1, 2026

DoubleTree by Hilton Hotel 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 (2,014 reviews)
"Good stay for one night to a few days. Good, affordable hotel and much better than a motel."

Reviewed on Jul 1, 2026

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
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! (1,010 reviews)
"This hotel was full for our 4 night stay, but the staff was on top of everything. Excellent housekeeping services, great location for purposes of our trip. Good food close by."

Reviewed on Jul 2, 2026

Crowne Plaza Annapolis by IHG
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! (682 reviews)
"Bathtubs need to be clean they might have try to clean it but it’s still look dirty"

Reviewed on Jul 1, 2026

Comfort Inn Largo-Washington DC East
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! (1,002 reviews)
"Food at restaurant was amazing!"

Reviewed on Jun 29, 2026

DoubleTree by Hilton Hotel Largo/Washington DC
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! (1,038 reviews)
"Nothing really. There was not much going on"

Reviewed on Jul 1, 2026

Country Inn & Suites by Radisson, Annapolis, MD
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! (1,004 reviews)
"Convenient location. Beautiful property. Friendly staff!"

Reviewed on Jun 27, 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! (1,003 reviews)
"Highly recommend!"

Reviewed on Jul 1, 2026

Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
  • 26 min drive from Shadyside Park
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,001 reviews)
"Room was updated and clean. Staff was friendly and helpful. Breakfast was good, and it had plenty of parking. We would definitely stay again."

Reviewed on Jul 1, 2026

St Michaels Inn
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! (1,006 reviews)
"Clean room. Great location"

Reviewed on Jun 30, 2026

Hilton Garden Inn Annapolis Downtown
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir Annapolis MD
  • 22 min drive from Shadyside Park
Book a stay at this spa hotel in Annapolis. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"Ed frames broken, heavenly bed experience was compromised. This was the worst Westin hotel I have ever experienced"

Reviewed on Jun 16, 2026

The Westin Annapolis
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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