Shady Side, MD
Travel Guide
Visit Shady Side
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is AED 352 per night from Jul 19 to Jul 20
AED 352
AED 527 total
19 Jul - 20 Jul
includes taxes & fees
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! (1,898 reviews)
"The Inn is actually 3 different properties. The check in process and waiting for shuttle to offsite properties is not convenient especially in the rain. The staff is not very friendly. They don't offer early check in or late check out. That being said, the properties are super convenient and well ..."
Reviewed on 12 July 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is AED 408 per night from Jul 13 to Jul 14
AED 408
AED 466 total
13 Jul - 14 Jul
includes taxes & fees
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! (1,034 reviews)
"One teeny tiny elevator in the whole building and no sign of stairs that don’t send you OUTSIDE. Room was old, with remodel that seemed to have been done quickly with no attention to details. Fridge needed to be defrosted. Shower products hung in a spot on the shower wall that interfered with getting ..."
Reviewed on 12 July 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is AED 435 per night from Jul 27 to Jul 28
AED 435
AED 496 total
27 Jul - 28 Jul
includes taxes & fees
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! (1,017 reviews)
"Allergen room was clean and the bed was comfortable"
Reviewed on 11 July 2026
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.
Lovely bay views with kayaks, bikes, fire pit, crabbing & more
Shady Side MD
Book a stay at this family-friendly vacation home in Shady Side. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shadyside Park and Captain ...
9.6/10 Exceptional! (33 reviews)
"We had a nice time at the house, but it was not exactly like the pictures showed. The house was clean except for the floors, which we contacted the host with our concerns. The host was quick to respond. The kitchen had all necessities and a nice large picnic-type table for meals. Since drinking tap ..."
Reviewed on 4 July 2026
Cute, Cozy 2-bedroom house near Annapolis with water access
Crownsville MD
Stay at this vacation home in Crownsville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Joyces Marina and B&A Trail are located ...
9.4/10 Exceptional! (13 reviews)
"My family came for a family event it was perfect to accommodate small children and very clean. Host communicated well and recommended a delightful local restaurant. We will definitely be returning"
Reviewed on 2 July 2026
Firefly Cottage at the Cape, Hot Tub, Community beach enjoy summer USNA visits.
Annapolis MD
Stay at this cottage in Annapolis. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Sandy Point State Park and Bay Hills Golf Club are located ...
10/10 Exceptional! (112 reviews)
"Firefly cottage offers a clean and comfortable home away from home for me and my family. Ken and Pat are excellent hosts who truly care about making your stay as comfortable as possible."
Reviewed on 5 July 2026
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.
