Photo by Patricia Knorr
Search B&B in Chester
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
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 1,550
SAR 1,705 total
includes taxes & fees
11 May - 12 May

Parsonage Inn
Parsonage Inn
9.2 out of 10, Wonderful, (128)
The price is SAR 825
SAR 908 total
includes taxes & fees
30 Apr - 1 May

George Brooks House B&B
George Brooks House B&B
8.6 out of 10, Excellent, (57)
The price is SAR 863
SAR 949 total
includes taxes & fees
29 Apr - 30 Apr

The Inn at Tacaro Estate
The Inn at Tacaro Estate
8.8 out of 10, Excellent, (6)
The price is SAR 1,186
SAR 1,352 total
includes taxes & fees
30 Apr - 1 May

Flag House Inn
Flag House Inn
9.6 out of 10, Exceptional, (69)
The price is SAR 1,047
SAR 1,193 total
includes taxes & fees
29 Apr - 30 Apr

Hummingbird Inn
Hummingbird Inn
10.0 out of 10, Exceptional, (74)
The price is SAR 1,174
SAR 1,292 total
includes taxes & fees
29 Apr - 30 Apr

Inn at Huntingfield Creek
Inn at Huntingfield Creek
10.0 out of 10, Exceptional, (50)
The price is SAR 668
SAR 741 total
includes taxes & fees
4 May - 5 May

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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Chester

Waterfront Sunset Bayview: sleeps 6
Waterfront Sunset Bayview: sleeps 6
10.0 out of 10, Exceptional, (14)

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, (213)

The Blue Crab Beach House - Free beach passes
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (53)
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

Fairfield Inn & Suites By Marriott Annapolis
5/5 Excellent
"Overall great experience, very clean, you can walk to downtown. I will definitely stay here again."
A verified traveler stayed at Fairfield Inn & Suites By Marriott Annapolis
Posted 15 hours ago