Visit Chester
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
The price is AED 531 per night from Mar 19 to Mar 20
AED 531
AED 727 total
includes taxes & fees
19 Mar - 20 Mar
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 ...
8.8/10 Excellent! (1,675 reviews)
"Superb location. Very nice rooms with ample space and great decor. Friendly and responsive staff. There were a couple items that kept it from 5 star. The hotel hosts many outside events in their ballroom during the day and the only access is through the main lobby. Attendees walk through the small ..."
Reviewed on 26 February 2025
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court, Annapolis, MD
The price is AED 344 per night from Mar 19 to Mar 20
AED 344
AED 392 total
includes taxes & fees
19 Mar - 20 Mar
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 ...
8.4/10 Very Good! (1,000 reviews)
"The staff was amazing and lived up to the DoubleTree reputation. Now to the part that I can’t get over. The facility is an older hotel that had a horrible renovation. Even with that upgrade it’s still outdated. The elevator is slow and its doors are creepy. I took the stairs after that but worrying ..."
Reviewed on 7 March 2025
Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road, Annapolis, MD
The price is AED 325 per night from Mar 19 to Mar 20
AED 325
AED 370 total
includes taxes & fees
19 Mar - 20 Mar
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,000 reviews)
"Great room. Big and very clean. Loved the living room area."
Reviewed on 6 March 2025
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.
Waterfront Sunset Bayview: sleeps 6
Chester
Stay at this vacation home in Chester. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Bodkin Island and Chesapeake Bay Environmental ...
10/10 Exceptional! (12 reviews)
Holiday Trip
"Great house, great owner, family had a blast! Thank you!"
Reviewed on 30 December 2024
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester
Book a stay at this family-friendly vacation home in Chester. Enjoy free WiFi, a garden, and patios. Popular attractions Matapeake State Park and Paul Reed Smith ...
9.8/10 Exceptional! (86 reviews)
Great family get together, beautiful home and yard.
"comfortable and very cozy. Wonderful crabbing and sunsets."
Reviewed on 15 October 2024
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Annapolis
Book a stay at this family-friendly vacation home in Annapolis. Enjoy free WiFi, a water park, and patios. Popular attractions John Smith House and Annapolis ...
10/10 Exceptional! (189 reviews)
PERFECT STAY!
"John was a FABULOUS host! Communication was easy and the property is PERFECT! Walking distance to everything you would need and LOVED being directly across from the Naval Academy! THANK YOU John! Cheers!"
Reviewed on 9 March 2025
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.
Popular places to visit
Chesapeake Exploration Center
Learn about the events happening at Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.
- Chesapeake Exploration Center
- U.S. Naval Academy
- Chesapeake Bay Bridge
- Annapolis City Dock
- Sandy Point State Park
- Anne Arundel Medical Center
- Navy-Marine Corps Memorial Stadium
- St. Michaels Winery
- Annapolis Mall Shopping Center
- Westfield Annapolis Mall
- Maryland Quiet Waters Park
- Maryland State House
- Sandy Point Beach
- Annapolis Harbour Center
- Annapolis Maritime Museum
- Annapolis Harbor Center Shopping Center
- Avalon Theatre
- Queenstown Premium Outlets
- Chesapeake Bay Maritime Museum
- Queenstown Harbor Golf Club
- Rock Hall Harbor
- William Paca House
- Chesapeake Bay Environmental Center
- Maryland Hall for Creative Arts
- St. John's College
- London Town
- Rocky Point Park and Beach
- Maryland Renaissance Festival
- Patapsco River
- Bay Ridge Beach
- Ego Alley
- Talbot County Visitor Center