What to do in Chester, MD

Activities, attractions and tours

Chester

Chester Attractions

Let Expedia help you experience the best that Chester has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Activities and Tours

Chester is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Chester to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights.

Chester Attractions

Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Chester.

Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Chester attractions ensure that you’ll have a successful trip, whatever the season.

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Recommended things to do in Chester

Number of things to do
1
Cheapest thing to do on Expedia
Kent Narrows: Sunset Cruise: CA $62
Top 5 things to do
Half-day tours
With kids

What to do in Chester

Discover the most popular places to visit in Chester

Chesapeake Exploration Center

Learn about the events happening at Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.

Chesapeake Exploration Center

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 

 

Frequently asked questions

Is Chester worth visiting?
Providing a blend of watersports and history, there's no shortage of things to do in Chester. While you're here, check out Sandy Point Beach, a leading attraction in the area.
How do I spend a day in Chester?
When you've checked off key attractions like Sandy Point Beach and Bay Ridge Beach, spend some time exploring the food and retail options in Chester.
What is the top tourist attraction in Chester?
Don't go home without visiting Sandy Point Beach, rated the top tourist attraction in Chester.
Is three days enough to stay in Chester?
You can easily tick off top attractions like Matapeake State Park, Love Point State Park and Chesapeake Bay Environmental Centre with a three-day trip to Chester. On average, most travellers plan two days here. There's plenty to see and do nearby too, so stick around longer and head to Baltimore.
Is Chester a walkable city?
It depends on what you plan to see and do in Chester. Several leading attractions, like Paul Reed Smith Guitars, are reachable on foot. If you feel like a stroll through one of Chester's neighbourhoods, Kent Narrows is 5 kilometres away from downtown.
What are some activities to do in Chester with kids?
If you're looking for activities and attractions for all ages, check out these fantastic ideas for what to do in Chester with kids.

What to do in Chester for adults?
There are lots of things to do in Chester, with experiences for adults of all ages. Finish your day off at Paul Reed Smith Guitars.
Are there free things to do in Chester?
In Chester, Matapeake State Park is a must-see spot for anyone looking to enjoy the city without taking their wallet out. Also, stroll around the local neighbourhoods and parks, and ask a local tour guide for ideas. It's a simple way to find out about the best free things to do in Chester.