What to do in Chesapeake, VA

Activities, attractions and tours

Visit Chesapeake

Types of activities

Where to stay

Chesapeake travel guide

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Chesapeake Attractions

Let Expedia help you to experience the best that Chesapeake has to offer! If you’re planning a trip to Chesapeake, 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 to Chesapeake 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.

Places of interest in Chesapeake

Chesapeake is crammed with must-see places to visit and things to do. We can help you decide where to stay in Chesapeake, and make it a breeze to explore Chesapeake and 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 Chesapeake to make sure that you enjoy your holiday 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 to Chesapeake, 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 in Chesapeake.

Chesapeake attractions

Chesapeake 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 in Chesapeake to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Chesapeake.

Looking for things to do in Chesapeake 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 of Chesapeake or catch up with the vibrant local culture, our guides to Chesapeake attractions ensure that you’ll have a successful trip, whatever the season. Happy trails!

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Recommended things to do in Chesapeake

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What to do in Chesapeake

Popular places to visit

Greenbrier Mall

You can search for that perfect souvenir at Greenbrier Mall during your visit to Chesapeake. Stroll along the beautiful beaches or attend a sporting event in the area.

Chesapeake Square Mall

You can search for that perfect souvenir at Chesapeake Square Mall during your visit to Chesapeake. Discover the top-notch restaurants and acclaimed theatre scene in this family-friendly area.

Chesapeake Conference Center

After visiting Chesapeake Conference Center, make a plan to see the other sights and activities in Chesapeake. Experience the area's great live music and acclaimed theatre scene.

Lake Drummond

Commune with nature and explore the great outdoors at Lake Drummond during your travels in Chesapeake. Stroll along the beautiful beaches in this family-friendly area or visit its top-notch restaurants.

This is a new bridge over the indian creek in Chesapeake virginia. Near northwest river campground

Chesapeake City Park

Chesapeake City Park is just one of the places to see in Chesapeake, so why not enjoy the other things to explore during your travels? Stroll along the area's beautiful beaches or experience its great live music.

Oak Grove Lake Park

After visiting Oak Grove Lake Park, make a plan to see the other sights and activities in Chesapeake. Experience the area's acclaimed theatre scene or attend a sporting event.

Chesapeake Regional Medical Center

If Chesapeake Regional Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Chesapeake.

Chesapeake City Hall

After visiting Chesapeake City Hall, make a plan to see the other sights and activities in Chesapeake. Stroll along the beautiful beaches or attend a sporting event in the area.

Chesapeake Veterans' Memorial

Learn about the local history of Chesapeake when you take a trip to Chesapeake Veterans' Memorial. Stroll along the area's beautiful beaches or experience its acclaimed theatre scene.

Explore areas of Chesapeake

Silhouettes of trees in Great Dismal Swamp. Virginia, United States.

Greenbrier East

3.5/5(2 area reviews)

If you're spending some time in Greenbrier East, Greenbrier Mall and Jillian's Billiards are top sights worth seeing.

Greenbrier

While visiting Greenbrier, you might make a stop by sights like Greenbrier Mall and Chesapeake Arboretum.

South Norfolk

If you're looking for some top things to see and do in South Norfolk and surrounding area, you can visit Chesapeake Conference Center and Greenbrier Mall.

Greenbrier West

While visiting Greenbrier West, you might make a stop by sights like Bowlero Chesapeake and Rivercrest Play Area.

Aerial panorama of Chesapeake Bay Bridge Tunnel at sunset. CBBT is a 17.6-mile bridge tunnel that crosses the mouth of the Chesapeake Bay.

Western Branch North

While visiting Western Branch North, you might make a stop by sights like Chesapeake Square Mall and Bowlero Western Branch.

scenes around chesapeak bay virginia beach

Great Bridge

If you're spending some time in Great Bridge, Chesapeake City Hall and Cedar Lakes Retail Center are top sights worth seeing.

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.

Day trip destinations from Chesapeake

Norfolk

Portsmouth

Virginia Beach

Frequently asked questions

Is Chesapeake worth visiting?

One of the most common things to do in Chesapeake is visit Portlock Galleries at SoNo. Tick this top attraction off your list, then experience more of the area's hiking and nature.

How do I spend a day in Chesapeake?

When you've checked off popular attractions like Jillian's Billiards and Portlock Galleries at SoNo, spend some time exploring the retail and food options in Chesapeake.

What is the top tourist attraction in Chesapeake?

Don't leave without visiting Portlock Galleries at SoNo, rated the top tourist attraction in Chesapeake.

Is three days enough to stay in Chesapeake?

Three days in Chesapeake is enough to visit the city's leading attractions. Many travellers book for two days on average. Portlock Galleries at SoNo, Jillian's Billiards and Chesapeake City Park are among the most popular sights. Like to discover more? Stick around a bit longer to explore nearby hotspots like Norfolk - Virginia Beach.

Is Chesapeake a walkable city?

With major attractions like Portlock Galleries at SoNo nearby, Chesapeake is every bit a place to explore on foot. Like to visit some vibrant neighbourhoods within walking distance of downtown? Greenbrier West is around 3 kms (2 miles) away.

What are some activities to do in Chesapeake with kids?

Planning what to do in Chesapeake with kids has never been simpler. Whether you're travelling with toddlers or teenagers, there are plenty of family-friendly attractions to keep everyone happy here.

What to do in Chesapeake for adults?

Whether you're a culture enthusiast, avid foodie or outdoor adventurer, there are plenty of things to do in Chesapeake for adults including Chesapeake City Hall.

Are there free things to do in Chesapeake?

One of the top ways to learn about free things to do in Chesapeake is to speak with a local tour guide. You'll get insider recommendations on interesting neighbourhoods, parks and other major attractions you can enjoy without reaching for your wallet. Portlock Galleries at SoNo is one place that doesn't have an admission fee.

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