Chesapeake, Virginia, is where Southern charm meets outdoor adventure—think sprawling parks, scenic waterways, and that famous Virginia hospitality.
Whether you’re here to explore the Great Dismal Swamp, hit the Chesapeake shopping districts, or just soak up some history, you’ll need a comfortable home base to make the most of your trip.
Good news—we’ve done the legwork to find the absolute best hotels in Chesapeake for every type of traveler.
From waterfront retreats to family-friendly suites, we’ve got options that’ll make your stay unforgettable. Ready to find your perfect match? Let’s dive in!
1. SpringHill Suites Chesapeake Greenbrier – Best Overall
If you want spacious comfort with modern perks, SpringHill Suites Chesapeake Greenbrier is the top pick for a reason.
Their studio suites give you separate living and sleeping areas, plus mini-fridges and microwaves—perfect for stretching out after a day of exploring.
The free hot breakfast is a real winner, with scrambled eggs, sausage, and make-your-own waffles. And when it’s time to unwind, the indoor pool and 24-hour fitness center have you covered.
Located near Greenbrier Mall and Oak Grove Lake Park, this hotel makes it easy to shop, dine, and explore. For a no-compromise stay, SpringHill Suites delivers every time.
2. Comfort Inn & Suites Chesapeake – Best Budget-Friendly
Who says affordable has to mean basic? The Comfort Inn & Suites keeps things easy on the wallet without skimping on comfort.
Their free hot breakfast is a crowd-pleaser, with fluffy pancakes, fresh fruit, and plenty of coffee to kickstart your day.
The outdoor pool is perfect for cooling off in the summer, and the fitness center means you can stick to your routine.
Plus, it’s just minutes from Battlefield Park and Chesapeake City Park, so adventure is always close by.
For solid value with zero fuss, this hotel is a smart pick for budget-conscious travelers.
3. Residence Inn by Marriott Chesapeake Greenbrier – Best for Families
Traveling with kids? The Residence Inn is a family favorite for good reason. Their suite-style rooms come with full kitchens, so you can whip up meals instead of eating out every night.
Kids love the indoor pool, while parents appreciate the free grocery delivery service. The complimentary breakfast is another big win, with options for even the pickiest eaters.
Located near Funville Playground & Café and Chesapeake Arboretum, there’s no shortage of kid-friendly fun. For a stress-free family stay, this hotel is a home run.
4. Hampton Inn Chesapeake – Best for Business Travelers
Need a hassle-free work trip? The Hampton Inn Chesapeake nails it with fast Wi-Fi, a 24/7 business center, and comfy workstations in every room.
Their free hot breakfast (hello, fresh waffles!) keeps you fueled, and the outdoor pool is perfect for unwinding after meetings. Located near Interstate 64, it’s a convenient hub for corporate travelers.
For efficiency without the corporate blandness, this Hampton Inn is a go-to for professionals.
5. Homewood Suites by Hilton Chesapeake – Best for Extended Stays
Planning a longer visit? Homewood Suites feels like a home away from home, with full kitchens, separate living areas, and free grocery shopping service.
The hot breakfast and evening socials (Mon-Thurs) make it easy to meet fellow travelers, and the outdoor pool is a great way to relax. Plus, it’s close to Chesapeake Conference Center and Dominion Boulevard businesses.
For space, convenience, and a little extra hospitality, this all-suite hotel is a standout choice.
6. Tru by Hilton Chesapeake – Best for Millennial Travelers
If you’re looking for a vibrant, Instagram-worthy stay, Tru by Hilton Chesapeake brings the perfect mix of style and affordability.
This isn’t your grandma’s hotel – the bright, modern lobby with its communal work tables and gaming area creates an instant social vibe.
The compact but cleverly designed rooms feature oversized windows, Bluetooth mirrors, and plenty of USB ports.
Their “Build Your Own” breakfast bar lets you customize your morning fuel, and the 24/7 market means midnight snacks are always an option.
Located just off I-64, it’s super convenient for exploring all of Chesapeake. The outdoor pool with colorful lounge chairs is perfect for soaking up that Virginia sunshine.
For travelers who want personality without the price tag, this hotel hits all the right notes.
7. Holiday Inn Express & Suites Chesapeake – Best for Road Trippers
Cruising down Route 17 or I-64? The Holiday Inn Express & Suites is the perfect pit stop with its easy highway access.
Their signature cinnamon rolls at the free breakfast are legendary – worth setting your alarm for!
The outdoor pool is refreshing after hours on the road, and rooms with blackout curtains ensure you’ll get proper rest. Pet-friendly rooms mean your furry copilot can join the adventure too.
What really sets it apart? The 24-hour business center with free printing – a lifesaver when you need to check maps or print tickets. For road warriors who want comfort on the go, this hotel is a no-brainer.
8. Courtyard by Marriott Chesapeake Greenbrier – Best for Modern Comfort
The Courtyard Chesapeake Greenbrier offers contemporary style with all the right amenities. Their redesigned lobby features flexible workspaces and a Starbucks® counter for that essential caffeine fix.
Rooms boast plush Marriott bedding and ergonomic workstations. The Bistro restaurant serves up hearty American fare for when you don’t feel like going out.
The indoor pool is a rare treat in Chesapeake hotels – perfect year-round.
Located near Greenbrier’s corporate parks, it’s ideal for business travelers but equally great for leisure. The free airport shuttle to Norfolk International is the cherry on top for fly-in guests.
9. Candlewood Suites Chesapeake – Best for Independent Extended Stays
Need your own space for weeks or months? Candlewood Suites delivers apartment-style living with hotel conveniences.
Their full kitchens (complete with dishwashers!) and free laundry facilities make long stays effortless.
The Lending Locker lets you borrow anything from crockpots to board games.
While there’s no daily housekeeping, the trade-off is unbeatable rates and total privacy. Their outdoor gazebo with grills is perfect for summer cookouts.
Near Chesapeake Regional Medical Center and major employers, it’s popular with travel nurses and contractors. For self-sufficient travelers, it’s the ultimate home base.
10. Best Western Plus Chesapeake Conference Center – Best for Event Attendees
If you’re in town for conferences or weddings at the Chesapeake Conference Center, this Best Western Plus puts you right across the street. No Uber needed when you can walk to your event!
The expanded continental breakfast includes hot items like scrambled eggs and sausage.
The indoor pool is a nice perk when you need to relax between meetings. Rooms feature microwaves and mini-fridges – crucial for late-night snacks.
Their free parking (a rarity at event hotels) and business center make it practical for working travelers. For stress-free event stays, this location can’t be beat.
11. Hyatt Place Chesapeake – Best for Flexible Travelers
The Hyatt Place Chesapeake gets high marks for adaptability. Their open-concept rooms with partition walls give you separate living and sleeping areas without feeling cramped.
The 24/7 Gallery Menu means you can eat what you want, when you want (the signature flatbreads are killer). The outdoor pool has plenty of lounge space for sunbathing.
Located near Dominion Boulevard businesses and Oak Grove Lake Park, it works equally well for work and play. The free shuttle service within a 5-mile radius is perfect for dinner outings.
12. Sonesta Simply Suites Chesapeake – Best for No-Frills Comfort
Sometimes you just need a clean, comfortable place to crash without bells and whistles. Sonesta Simply Suites delivers essential comforts at wallet-friendly rates.
The studio suites with kitchenettes give you flexibility for longer stays. While amenities are basic, you get free WiFi and pet-friendly policies. The on-site guest laundry is a practical perk.
Near Chesapeake Square Mall and Dismal Swamp Canal Trail, it’s perfect for travelers who prioritize location over luxury. Sometimes simple is exactly what you need.
Final Thoughts
Chesapeake’s hotel scene has something for everyone—whether you’re here for outdoor adventures, business, or family fun.
From spacious suites to budget-friendly stays, your perfect Virginia getaway starts with the right hotel.
So what are you waiting for? Grab your spot now and get ready to explore Chesapeake in comfort and style! Which hotel fits your travel vibe? Book today and make your trip unforgettable!