Shady Side
Travel Guide
Visit Shady Side
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is €120 per night from 2 Aug to 3 Aug
€120
2 Aug - 3 Aug
includes taxes & fees
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,903 reviews)
"Great staff"
Reviewed on 13 Jul 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is €115 per night from 30 Jul to 31 Jul
€115
30 Jul - 31 Jul
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (1,039 reviews)
"Loved having a shuttle driver and having a full service restaurant on site."
Reviewed on 13 Jul 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is €119 per night from 2 Aug to 3 Aug
€119
2 Aug - 3 Aug
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,022 reviews)
"This hotel is in a convenient place, with several restaurants within walking distance and a mall just across the street. The front desk staff was helpful and polite. The hotel was not very clean. The carpets in the lobby and common areas appear dirty and stained. In the pool area, no clean towels ..."
Reviewed on 13 Jul 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
Stay at this family-friendly holiday home in Shady Side. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Shadyside Park and Captain Avery ...
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 Jul 2026
Cute, Cozy 2-bedroom house near Annapolis with water access
Crownsville MD
Stay at this holiday home in Crownsville. Enjoy free Wi-Fi, 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 Jul 2026
St. Michaels Escape | Pool, Hot Tub & Fire Pit
Saint Michaels MD
Stay at this holiday home in St. Michaels. Enjoy private pools, a garden and laundry facilities. Popular attractions Perry Cabin Park and St Michaels Nature ...
10/10 Exceptional! (8 reviews)
"Great location and beautiful home. Very serene and quiet setting. I would definitely return!"
Reviewed on 19 Jun 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.
