
US · Destination guide
Where to stay in Chesapeake
Best time: Apr-Jun, Sep-Oct. These months feature mild weather, blooming flowers, and numerous local festivals, making it ideal for outdoor activities and sightseeing.
Tell StayBotic your trip →Top stays in Chesapeake
Ranked by guest rating. Tap any to see live prices.
★ 4.0WoodSpring Suites Chesapeake-Norfolk Greenbrier
Fairfield
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★ 4.0Quality Inn Chesapeake
Fairfield
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★ 4.0WoodSpring Suites Chesapeake-Norfolk South
Glenwood
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★ 4.0Americas Best Value Inn Chesapeake
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★ 4.0Springhill Suites Chesapeake Greenbrier
Fairfield
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★ 4.0Extended Stay America - Chesapeake - Crossways Bou
Fairfield
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★ 4.0Fairfield Inn Suites Chesapeake
Fairfield
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★ 4.0Residence Inn Chesapeake Greenbrier
Fairfield
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★ 4.0Candlewood Suites Chesapeake/Suffolk
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Mainstay Suites Chesapeake - Greenbrier
Fairfield
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★ 4.0Sleep Inn & Suites Chesapeake - Portsmouth
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★ 4.0Staybridge Suites Chesapeake - Virginia Beach
Fairfield
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Chesapeake on the map
Where each stay sits. Tap a pin to open it.
Chesapeake, like a local
Don't miss
- Great Dismal Swamp National Wildlife Refuge: A unique ecosystem offering hiking and wildlife observation.
- Chesapeake City Park: A beautiful park featuring walking trails, picnic areas, and a lake.
- Oak Grove Lake Park: A serene spot for walking, fishing, and enjoying nature.
- Chesapeake Arboretum: A hidden gem showcasing diverse plant life and scenic walking paths.
- Battlefield Park: Historical significance and beautiful landscapes make it a must-visit.
Where to eat
- The Cutting Edge: Known for its delicious steaks and seafood, it’s a local favorite.
- Clyde's: Popular for its Southern comfort food, offering a taste of local cuisine.
- The Coffeehouse: A cozy spot for artisanal coffee and pastries, perfect for a relaxed afternoon.
Do this
- Chesapeake Jubilee: An annual festival celebrating local culture with food, music, and fun.
- Kayaking on the Elizabeth River: A unique way to explore the natural beauty of the area.
- Historical Tours of Great Bridge: Experience the rich history of the area through guided tours.
Local tips
- Visit the local farmers' market for fresh produce and handmade goods on Saturdays.
- Check out the local breweries for craft beer tastings and community events.
- Explore the backroads for hidden parks and scenic views away from the main roads.
- Join in on community events or festivals for a taste of local culture and hospitality.
Know before you go
Best time
Apr-Jun, Sep-Oct. These months feature mild weather, blooming flowers, and numerous local festivals, making it ideal for outdoor activities and sightseeing.
Getting around
Public buses, personal vehicles, rideshares, and bikes. The city is car-friendly, but bike paths are available for cyclists.
Airport
PHF
Language
English
Money
US Dollar (USD). Credit cards are widely accepted, but carrying some cash for small purchases is advisable.
Safety
Chesapeake is generally safe, but it's always wise to stay aware of your surroundings, especially in less populated areas at night.
Quick answers about Chesapeake
Where should I stay in Chesapeake?
Popular areas include Fairfield, Glenwood. StayBotic lists 12 hand-picked stays in Chesapeake — tell the concierge your dates, budget and vibe and it recommends the one that fits, with live prices.
When is the best time to visit Chesapeake?
Apr-Jun, Sep-Oct. These months feature mild weather, blooming flowers, and numerous local festivals, making it ideal for outdoor activities and sightseeing.
How do I get around Chesapeake?
Public buses, personal vehicles, rideshares, and bikes. The city is car-friendly, but bike paths are available for cyclists.
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