When to Visit Chesapeake, Virginia
Summer is high season in Chesapeake, when temperatures climb to the upper 80s and the sun shines throughout long days packed with adventures. Since summer is such a popular season to visit, however, you'll likely pay top dollar to visit while the weather is warm.
To save on your accommodations, consider visiting during the late spring or early fall, when the weather is still great but the crowds aren't quite as large. Hotel prices tend to be remarkably low in the winter, when some outdoor attractions aren't quite as enticing but the city's cultural scene is still in full swing.
Below is a chart of the current pricing seasonality of hotels and motels in Chesapeake, VA:
Chesapeake by Star Rating
Below we've posted 3 graphs demonstrating mean price patterns by star rating class in Chesapeake, VA. You can use these line graphs to calculate the cheapest time to book in Chesapeake for your upcoming travels.
Luxury Hotels in Chesapeake, Virginia
4 Star Average Prices: $150.07
Stay in style and book one of these top luxury hotels when you visit Chesapeake.
Located near the Chesapeake City Park and Harbor Park, the Staybridge Suites Chesapeake is convenient to all of the city's most popular attractions. Choose a studio suite or a one-bedroom king suite, and make yourself at home in the in-room kitchens with refrigerators and microwaves. Make a splash in the indoor pool and spa tub, and don't miss the complimentary evening reception held on certain weekdays. In the morning, fill up with a complimentary breakfast.
When you stay at the Marriott Chesapeake, you'll be just a short drive to central Chesapeake, the desirable Greenbrier neighborhood, and Interstate 64. Choose from deluxe rooms or studio suites, or treat yourself to a top floor king room with a view or a Couples Getaway Package. All of the 226 rooms in this large hotel include amenities like flat-screen TVs with premium channels and complimentary Wi-Fi. With a great restaurant, a year-round indoor pool, and about 12,000 feet of event space, the Marriott Chesapeake is also ideal for a private or corporate function.
Just a few miles east of central Chesapeake, the Hilton Garden Inn Chesapeake/Greenbrier is located in the upscale Greenbrier neighborhood. When you stay at the Garden Inn, you'll be just steps away from some of the area's best shopping and dining. All 92 rooms include conveniences like flat-screen TVs and refrigerators as well as luxurious pillow-top beds. Go for a swim in the year-round indoor pool and relax in the spa tub. Enjoy a meal in the neighborhood, or stay in and dine at the hotel's on-site restaurant.
Splurge on a stay in the Chesapeake area, and book your group at the Homewood Suites by Hilton Chesapeake - Greenbrier. Located in Chesapeake's Greenbrier area, the Homewood Suites is convenient to the Chesapeake Conference Center and local shopping areas. Here you can spread out in spacious queen and king suites with sofa beds and separate living areas. You'll feel right at home in suites that include full kitchens with stovetops, refrigerators, microwaves, and coffee makers. Get in a workout in the fitness center, and check out the pool if you're visiting during the summer.
Best Budget-Friendly Hotels in Chesapeake, Virginia
3 Star Average Prices: $121.42
Whether you're looking for an inexpensive family getaway, or you want to keep costs down during a longer trip, check out these top budget-friendly hotels in Chesapeake.
Located on the west side of the city, the Comfort Inn & Suites Chesapeake is convenient to Interstate 64, the Great Dismal Swamp National Wildlife Refuge, and several of the area's best outdoor attractions. The room rates here are some of the lowest you'll find in Chesapeake, but rooms include all the essentials you need, like refrigerators, LCD TVs, and complimentary Internet access. The Comfort Inn & Suites Chesapeake even has an indoor pool for year-round fun.
Situated near the Chesapeake Conference Center and the upscale Greenbrier area, the Extended Stay America Chesapeake - Crossways Boulevard offers large, fully equipped rooms at affordable prices. Plan your meals and snacks in the in-room kitchen with refrigerator and stovetop, and enjoy your favorite shows on the 32-inch flat-screen TV with cable programming. Fuel up with a complimentary continental breakfast in the morning, and dine in the outdoor picnic area in the evening.
Also located near the Chesapeake Conference Center as well as the Greenbrier Mall, the Red Roof Inn Chesapeake Conference Center is a great hotel to book for an affordable stay. Some rooms feature amenities like refrigerators and microwaves, and all include complimentary Wi-Fi and blackout curtains. With free coffee in the hotel lobby and complimentary self-parking, you won't find a better deal in the Greenbrier area.
When you stay at the Comfort Suites Chesapeake, you can bring along the whole family and still have plenty of room for everyone. Save by booking a suite with a partial room divider, or upgrade to a two-bedroom suite with a separate living room and kitchen. The rooms have everything you need, including refrigerators and microwaves, and the hotel has plenty of recreation facilities to keep you busy, including an outdoor pool and a sauna.
2 Star Average Prices: $71.01
Chesapeake: Real Discounts
Whether you're planning a short weekend trip or a longer getaway, you can save with additional discounts on hotel rooms in the Chesapeake area. AAA members save an average of 10 percent at the Marriott Chesapeake and the Comfort Inn & Suites Chesapeake. Senior travelers and AARP members save about 10 to 20 percent on standard room rates at the SpringHill Suites by Marriott Chesapeake Greenbrier and the Comfort Suites Chesapeake.
Best Value Options in Chesapeake, Virginia
Dig a little deeper, and you'll be sure to find the best of both worlds. These hotels have clean and comfortable rooms, plenty of amenities, and reasonable room rates.
Choose a spacious queen or king room with sofa bed at the Hyatt Place Chesapeake, or upgrade to one of the hotel's many packages, such as the Movie Package or the Romance Package. Rooms include mini refrigerators and minibars as well as 42-inch flat-screen TVs with cable programming. Relax by the hotel's indoor pool, grab a drink at the hotel lounge, or plan excursions using the hotel's Wi-Fi. The hotel offers a complimentary airport shuttle, which makes getting to and from the city a breeze.
When you stay at the Wingate by Wyndham Chesapeake, you'll be just minutes from the Chesapeake Conference Center, the Greenbrier neighborhood, and Interstate 64. All of the 100 rooms feature conveniences like microwaves and refrigerators, which make quick snacks and meals easy. Knock out some work at the in-room workspace or the 24-hour business center, or book one of the hotel's three meeting rooms for a larger business gathering. Don't forget to fill up at the complimentary breakfast each morning.
Book a king suite with a sofa bed, a queen studio with a sofa bed, or a deluxe suite, and make yourself at home at the SpringHill Suites by Marriott Chesapeake Greenbrier. No matter what you choose, you'll find everything you need in your room, from a microwave, refrigerator, and 37-inch LCD TV. If you're planning a private or corporate event, book the function rooms or the meeting space at the SpringHill Suites. This hotel is convenient to several area attractions, including Chesapeake City Park, the Chesapeake City Hall, and the Chesapeake Conference Center.
On the east side of Chesapeake, the Hampton Inn Norfolk/Chesapeake (Greenbrier Area) is convenient to several shops and restaurants in the area. Choose from a queen or a king room, and enjoy homelike amenities, including a microwave, refrigerator, and coffee maker. Go for a workout in the hotel's fitness room and cool off with a swim in the seasonal outdoor pool. Fill up with the complimentary hot and cold buffet breakfast, and get a head start on the day with a complimentary newspaper.
Can’t-Miss Attractions in Chesapeake, Virginia
Head outdoors to explore the Great Dismal Swamp Refuge, which features over 110,000 acres of forests, wetlands, and wildlife. Here you'll see bald eagles, black bears, and more than 70 species of reptiles and animals. Relax on Lake Drummond, or charter a boat and navigate through the Dismal Swamp Canal and the Intracoastal Waterway.
Get back on dry land with a stop at Northwest River Park, which has volleyball nets, a miniature golf course, and even an equestrian area. Head over to Chesapeake City Park or Great Bridge Lock Park, both of which have plenty of green space and no admission fee. The Chesapeake Arboretum and Chesapeake Planetarium are also good choices for family fun.
Delve into Chesapeake's history with a visit to historic sites like the Casemate Museum or Riddick's Folly House Museum. Make your way to the upscale Greenbrier Mall or Towne Place at Greenbrier, and shop till you drop.
Plan your visit at the height of summer or during the quiet winter season, and prepare to enjoy Chesapeake. From the outdoor attractions to the fine dining, this coastal Virginia city aims to please.
What did travelers think of the city of Chesapeake?
Below are reviews of the city of Chesapeake, VA from an actual visitor's perspective.
Score 4.0 / 5
Friendly City. Near close to Norfolk and all the surrounding areas.
Score 4.0 / 5
Chesapeake is centrally located with easy access to Virginia Beach And Waterside in downtown Norfolk. Also we were surrounded by the mall & many restaurants.
"Chesapeake is a Growing City"
Score 5.0 / 5
When my job moved me up here, I came to love the city so much that I refuse to go back to Memphis. Great place for family.
"I Love Chesapeake"
Score 5.0 / 5
The perfect place for all sorts of outdoor adventures including bird watching, golfing, fishing, biking, hiking, kayaking and more!
The average traveler rating of the city of Chesapeake, VA shown above is 4.6 out of 5 based on 5 reviews