Chester

Travel Guide

A coastal town with a marina, a bridge, and a highway.
A calm lake with reflections of the sky, surrounded by a forested area.
A boat docked at a pier during twilight with a city skyline in the background.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
The price is HK$559 per night from 17 Nov to 18 Nov
HK$559
HK$905 total
17 Nov - 18 Nov
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 ...
9/10 Wonderful! (2,062 reviews)
"Beautiful inns. Well maintained. Walking distance to the heart of Annapolis."

Reviewed on 7 Nov 2026

Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
The price is HK$808 per night from 6 Dec to 7 Dec
HK$808
HK$921 total
6 Dec - 7 Dec
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! (1,010 reviews)
"A very beautiful peaceful place to unwind . Staff very friendly ,parking lot was well lit , bed was so comfortable. Definitely will stay there again I would rate it a 5 star plus !"

Reviewed on 7 Nov 2026

Crowne Plaza Annapolis by IHG
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr Edgewater MD
The price is HK$643 per night from 29 Nov to 30 Nov
HK$643
HK$733 total
29 Nov - 30 Nov
includes taxes & fees
Stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Sonesta ES Suites Annapolis
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

Crab Alley | Bayfront Hot Tub & Game Room

Chester MD
Stay at this holiday home in Chester. Enjoy free Wi-Fi, laundry facilities and a pool table. Popular attractions Bodkin Island and Chesapeake Bay Environmental ...
10/10 Exceptional! (7 reviews)
"Great place with lots of amenities! :)"

Reviewed on 31 Oct 2026

Crab Alley | Bayfront Hot Tub & Game Room
Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River

Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River

Arnold MD
Stay at this cottage in Arnold. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Annapolis City Dock and Bay Hills Golf Club are located ...
10/10 Exceptional! (5 reviews)
"Great location, excellent quality accommodations. Host communication was quick and helpful."

Reviewed on 27 Oct 2026

Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River
Cute, Cozy 2-bedroom house near Annapolis with water access

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 ...
9.8/10 Exceptional! (31 reviews)
"Very nice place, clean and updated! We enjoyed our time there"

Reviewed on 1 Nov 2026

Cute, Cozy 2-bedroom house near Annapolis with water access
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

Things to do