Chester Travel Guide

Tourist Guide

Photo by Patricia Knorr
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$289 per night from 31 Mar to 1 Apr
AU$289
includes taxes & fees
31 Mar - 1 Apr
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 ...
8.8/10 Excellent! (1,727 reviews)
"Love the convenience that we valet parked the car and didn’t need it again until we checked out. Felt totally safe as we walked around to first class shops and restaurants. The property was clean and comfortable. We had an issue with the pillows on the bed. Too new and full. Called to the desk and ..."

Reviewed on 23 Mar. 2025

Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHG
3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 31 Mar to 1 Apr
AU$199
includes taxes & fees
31 Mar - 1 Apr
Stay at this 3.5-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,000 reviews)
"Recommend"

Reviewed on 25 Mar. 2025

Crowne Plaza Annapolis by IHG
The Westin Annapolis
The Westin Annapolis
4 out of 5
100 Westgate Cir, Annapolis, MD
The price is AU$233 per night from 30 Mar to 31 Mar
AU$233
includes taxes & fees
30 Mar - 31 Mar
Stay at this 4-star spa hotel in Annapolis. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (999 reviews)
"I loved it"

Reviewed on 20 Mar. 2025

The Westin 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.
Waterfront Sunset Bayview: sleeps 6
Waterfront Sunset Bayview: sleeps 6
Chester
Stay at this vacation home in Chester. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Bodkin Island and Chesapeake Bay Environmental ...
10/10 Exceptional! (12 reviews)
Holiday Trip
"Great house, great owner, family had a blast! Thank you!"

Reviewed on 30 Dec. 2024

Waterfront Sunset Bayview: sleeps 6
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester
Book a stay at this family-friendly vacation home in Chester. Enjoy free WiFi, a garden, and patios. Popular attractions Matapeake State Park and Paul Reed Smith ...
9.8/10 Exceptional! (86 reviews)
Great family get together, beautiful home and yard.
"comfortable and very cozy. Wonderful crabbing and sunsets."

Reviewed on 15 Oct. 2024

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
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!
Annapolis
Book a stay at this family-friendly vacation home in Annapolis. Enjoy free WiFi, a water park, and patios. Popular attractions John Smith House and Annapolis ...
10/10 Exceptional! (191 reviews)
Perfect Location - Easy Process - Comfortable Home!
"Perfect Location - Easy Process - Comfortable Home!"

Reviewed on 13 Mar. 2025

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
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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