Chester Holiday Packages
Save when you book Chester package deals
Book your Chester holiday
Wotif is here to help you save your hard-earned cash.
Roll your flights and hotels into one easy package deal.
With your extra funds, you won't run out of things to do in Chester.
You could gain savings of up to . Also, with more than 550 airlines and 665,000 worldwide properties, it's easy to craft your perfect holiday.
With Wotif's competitive prices, you'll be zipping up your suitcase and hitting the skies before you know it.
Chester Accommodation
You're out of luck if you were hoping to secure accommodations in Chester. However, there are 6 properties just a quick car trip away. Have a squiz at your choices on Wotif.
Can't decide on where to get your shut-eye? Then let us help. The Waterfront Historic Kent Manor Inn (500 Kent Manor Dr) and The Inn at Chesapeake Bay Beach Club (180 Pier One Road) are some decent places not too far away.
Car Hire in Chester
Collecting a vehicle directly from Baltimore Washington International Thurgood Marshall Airport means that you don't need to bother with public buses or taxis. Hertz is just a quick walk from the luggage carousel.Eager to hire a car in the centre of town? Enterprise (1418 Main St) is the closest rental company available. It's only 3 kilometres away.
Holidays to Chester
Counting down the days until you can kick back and chill out in Chester? We hear ya. Get there faster, or at least a bit more clued in, by reading up on this thrilling destination.Chester is a neighbourhood in the Maryland state capital of Annapolis. You can find it 19 kilometres east of the centre of the city.
Want to learn how many people reside in Annapolis? At last count, it was around 38 000.
Top Chester hotels
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Perfect vacation home....large and comfortable.....relaxing, peaceful, close to bike trails, a great homebase for sightseeing many small towns...loved meeting the homeowner, very friendly..
Reviewed on 14 Sept 2025
Graduate by Hilton Annapolis
Very nice hotel. The dog park could have better lighting.
Reviewed on 3 Dec 2025
Historic Inns of Annapolis
Upon entering the entire stay was a 10. The valet, seperate, were very courteous. The front desk staff were friendly and extremely helpful. The hotel was decorated for Christmas and was very festive. The room was clean and very roomy. The location could not have been better, directly across from ...
Reviewed on 3 Dec 2025
