Name: Crowne Plaza Annapolis by IHG
Price range: ￥17,311
Rating: 8.8

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

￥14,155

￥16,137 total

Oct 4 - Oct 5

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 ...

Historic Inns of Annapolis

58 State Circle Annapolis MD

￥16,734

￥24,459 total

Oct 18 - Oct 19

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! (2,025 reviews)

"The property was not as advertised. The rooms were humid and had a slight musty smell. Several advertised amenities were missing from our rooms. One person in my group even found cigarette ashes on her comforter. I rented three rooms, and each one had an issue. I would not recommend this hotel."

Reviewed on Oct 1, 2026

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

￥17,311

￥19,734 total

Oct 4 - Oct 5

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! (1,022 reviews)

"Front desk and Bar staff were on point!"

Reviewed on Oct 1, 2026

See all 1,211 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.

Crab Alley | Bayfront Hot Tub & Game Room

Chester MD

Stay at this vacation home in Chester. Enjoy free WiFi, laundry facilities, and a pool table. Popular attractions Bodkin Island and Chesapeake Bay Environmental ...

10/10 Exceptional! (4 reviews)

"Overall property was great and as listed. Views onto the water was awesome, but getting in and out of the water would have been difficult if we wanted to, as we didn’t see a functioning ladder."

Reviewed on Aug 20, 2026

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

Chester MD

Book a stay at this family-friendly vacation home in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Northern Chesapeake Bay ...

10/10 Exceptional! (140 reviews)

"It’s a beautiful spot on the water and the house is so nicely laid out"

Reviewed on Sep 28, 2026

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Annapolis MD

Stay at this vacation home in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Annapolis City Dock and Bay Ridge Beach are ...

9.6/10 Exceptional! (19 reviews)

"We had a lovely stay at this charming cottage on the bay. Everything was well maintained, the host provided strong communication, the grounds are beautiful, and our family found the hot tub to be a wonderful place to both relax amidst nature and reconnect . Also our 2 little dogs felt very much at ..."

Reviewed on Aug 3, 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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