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Compare 11 B&B in Chester with updated reviews, rates, and availability.

The Oaks Waterfront
The Oaks Waterfront
10.0 out of 10, Exceptional, (30)
The price is SAR 1,449
SAR 1,594 total
includes taxes & fees
20 Apr - 21 Apr

Parsonage Inn
Parsonage Inn
9.2 out of 10, Wonderful, (127)
The price is SAR 657
SAR 722 total
includes taxes & fees
8 Apr - 9 Apr

George Brooks House B&B
George Brooks House B&B
8.6 out of 10, Excellent, (57)
The price is SAR 600
SAR 661 total
includes taxes & fees
8 Apr - 9 Apr

The Inn at Tacaro Estate
The Inn at Tacaro Estate
8.8 out of 10, Excellent, (6)
The price is SAR 946
SAR 1,079 total
includes taxes & fees
8 Apr - 9 Apr

Flag House Inn
Flag House Inn
9.6 out of 10, Exceptional, (68)
The price is SAR 1,047
SAR 1,194 total
includes taxes & fees
8 Apr - 9 Apr

Hummingbird Inn
Hummingbird Inn
10.0 out of 10, Exceptional, (74)
The price is SAR 1,175
SAR 1,292 total
includes taxes & fees
8 Apr - 9 Apr

Inn at Huntingfield Creek
Inn at Huntingfield Creek
10.0 out of 10, Exceptional, (50)
The price is SAR 626
SAR 695 total
includes taxes & fees
8 Apr - 9 Apr

Robert Morris Inn
Robert Morris Inn
8.4 out of 10, Very Good, (279)
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.
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Other property types in Chester

Waterfront Sunset Bayview: sleeps 6
Waterfront Sunset Bayview: sleeps 6
10.0 out of 10, Exceptional, (12)

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (210)

The Blue Crab Beach House - Free beach passes
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (51)
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.
Recent reviews of Chester hotels
Recent reviews of Chester hotels

Historic Inns of Annapolis
5/5 Excellent
"Loads of charm in this quaint inn! Staff couldn’t have been more helpful."
A verified traveler stayed at Historic Inns of Annapolis
Posted 8 hours ago