Name: Crowne Plaza Annapolis by IHG
Price range: AU$192
Rating: 8.8

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

AU$193

4 Aug - 5 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 ...

Historic Inns of Annapolis

58 State Circle Annapolis MD

AU$235

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 ...

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

AU$192

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! (1,005 reviews)

"Good value"

Reviewed on 20 July 2026

See all 1,185 properties in Chester

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.

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! (14 reviews)

"Met all expectations. Quiet, clean and as represented in listing."

Reviewed on 16 July 2026

The Heron's Nest at Atlantic Marina

Pasadena MD

Stay at this cottage in Pasadena. Enjoy free Wi-Fi, a garden and balconies or patios. Our guests praise the helpful staff in their reviews. Popular attractions ...

9.8/10 Exceptional! (316 reviews)

"Perfect little cottage for our weekend getaway! We will definitely be back."

Reviewed on 16 June 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! (84 reviews)

"Although we lost power due to a small tornado, our hosts accommodated our needs and made us feel comfortable. They provided a generator and portable AC unit."

Reviewed on 15 June 2026

See all properties in Chester

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.

Stay near popular Chester attractions

Chesapeake Exploration Center

Learn about the events happening in Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.

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