Chester
Travel Guide
Visit Chester
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is €96 per night from 30 Aug to 31 Aug
€96
30 Aug - 31 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 restaurant and the helpful ...
8.8/10 Excellent! (1,099 reviews)
"Hotel was extremely clean and well maintained. Price we paid was surprisingly low. The shuttle was a great amenity as was the pool. We used both everyday. I would definitely stay here again."
Reviewed on 17 Aug 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is €120 per night from 25 Aug to 26 Aug
€120
25 Aug - 26 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! (1,943 reviews)
"It’s a wonderful place to rest nice and clean on point !! Highly recommended!!!"
Reviewed on 16 Aug 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is €101 per night from 15 Sept to 16 Sept
€101
15 Sept - 16 Sept
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! (1,002 reviews)
"We booked two rooms. Called regarding connecting rooms because we are traveling with our 5 kids. Was told different things when we called than when we checked in. Was able to check in and get connecting rooms but we had a handicap king room that was not ada compliant by the way. My kids room had ..."
Reviewed on 16 Aug 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.
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Annapolis MD
Stay at this holiday home in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a garden. Popular attractions Annapolis City Dock and Bay Ridge Beach are ...
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 ...
9.6/10 Exceptional! (19 reviews)
"Great stay"
Reviewed on 2 Aug 2026
Waterfront Oasis of Annapolis Star
Annapolis MD
Stay at this apartment in Annapolis. Enjoy free Wi-Fi, private pools and cable/satellite TV service. Popular attractions Annapolis City Dock and Sandy Point ...
10/10 Exceptional! (87 reviews)
"Couldn’t recommend any more. Beth & Andy are great hosts."
Reviewed on 2 Aug 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.
