Name: Crowne Plaza Annapolis by IHG
Price range: CA $167
Rating: 8.8

Historic Inns of Annapolis

58 State Circle Annapolis MD

CA $129

CA $195 total

Aug 11 - Aug 12

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! (1,910 reviews)

"I enjoyed my beautiful, functional, appropriately sized (i.e., small) room in the stately Maryland House. Though the street outside was bustling, the interior was quiet and peaceful. The staffers I met were lovely and helpful, and everything was tasteful. (Except the lobby coffee. That was ..."

Reviewed on Jul 15, 2026

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

CA $160

CA $183 total

Aug 2 - Aug 3

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! (1,043 reviews)

"Great stay for the price."

Reviewed on Jul 15, 2026

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

CA $167

CA $190 total

Aug 2 - Aug 3

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! (1,023 reviews)

"I love the location of this hotel because you got the mall with a movie theater in walking distance plus number of restaurants nearby. The rooms are great depending which one you pick. You got number of things that you can do inside the hotel if you don't want to step outside"

Reviewed on Jul 15, 2026

See all 1,189 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 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 Jul 2, 2026

St. Michaels Escape | Pool, Hot Tub & Fire Pit

Saint Michaels MD

Stay at this vacation 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 Jun 19, 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 Jul 5, 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 at 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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