Chesapeake hotels

KAYAK searches hundreds of travel sites at once for hotels in Chesapeake, Virginia

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Chesapeake hotels

Discover the best prices by selecting your travel dates on KAYAK.
Choose your dates

Most recommended Chesapeake hotels

Show all
Studios and Suites 4 Less Gum Road - Chesapeake - Lobby
Free Wi-Fi
Air Conditioning
Quality Inn Chesapeake - Chesapeake - Bedroom
Quality Inn Chesapeake
Chesapeake, VA, United States
5.3Fair(446)
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
SpringHill Suites by Marriott Chesapeake Greenbrier - Chesapeake - Living room
Free Wi-Fi
Pool
Air Conditioning
Wingate by Wyndham Chesapeake - Chesapeake - Lobby
Wingate by Wyndham Chesapeake
Chesapeake, VA, United States
7.3Good(864)
Parking
Free Wi-Fi
Pool
Air Conditioning
Comfort Inn & Suites Chesapeake - Portsmouth - Chesapeake - Living room
Parking
Free Wi-Fi
Pool
Pet friendly
Courtyard Chesapeake Greenbrier - Chesapeake - Patio
Courtyard Chesapeake Greenbrier
Chesapeake, VA, United States
6.6Okay(280)
Parking
Free Wi-Fi
Pool
Air Conditioning
Staybridge Suites Chesapeake - Virginia Beach - Chesapeake - Living room
Parking
Free Wi-Fi
Pool
Pet friendly
Hilton Garden Inn Chesapeake/Greenbrier - Chesapeake - Lobby
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
Hampton Inn & Suites Chesapeake-Battlefield Blvd. - Chesapeake - Pool
Parking
Free Wi-Fi
Pool
Pet friendly
Sleep Inn and Suites Chesapeake - Portsmouth - Chesapeake - Bedroom
Parking
Free Wi-Fi
Pool
Air Conditioning
Woodspring Suites Chesapeake-Norfolk Greenbrier - Chesapeake - Building
Free Wi-Fi
Pet friendly
Air Conditioning
Extended Stay America Suites - Chesapeake - Crossways Blvd - Chesapeake - Bedroom
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
Studios and Suites 4 Less Western Branch - Chesapeake - Bedroom
Free Wi-Fi
Air Conditioning
Extended Stay America Suites - Chesapeake - Greenbrier Circle - Chesapeake - Bedroom
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
Candlewood Suites Chesapeake/Suffolk - Chesapeake - Patio
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
Red Roof Inn Chesapeake Conference Center - Chesapeake - Bedroom
Parking
Free Wi-Fi
Pet friendly
Air Conditioning

Top Chesapeake hotels with parking

Show all
Fairfield Inn & Suites by Marriott Chesapeake - Chesapeake - Living room
Parking
Free Wi-Fi
Pool
Air Conditioning
Delta Hotels by Marriott Chesapeake Norfolk - Chesapeake - Bar
Parking
Free Wi-Fi
Pool
Pet friendly
Hampton Inn Norfolk/Chesapeake (Greenbrier Area) - Chesapeake - Pool
Parking
Free Wi-Fi
Pool
Pet friendly
Woodspring Suites Chesapeake-Norfolk South - Chesapeake - Building
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
American Inn Chesapeake - Portsmouth - Chesapeake - Bedroom
Parking
Free Wi-Fi
Air Conditioning
Hyatt Place Chesapeake-Greenbrier - Chesapeake - Lounge
Parking
Free Wi-Fi
Pool
Pet friendly
Fairfield Inn & Suites by Marriott Chesapeake Suffolk - Chesapeake - Lobby
Parking
Free Wi-Fi
Pool
Air Conditioning
Holiday Inn Express & Suites Chesapeake - Chesapeake - Building
Parking
Free Wi-Fi
Pool
Air Conditioning
Holiday Inn Express Chesapeake - Norfolk - Chesapeake - Bedroom
Parking
Free Wi-Fi
Pool
Air Conditioning

KAYAK’s insights for hotels in Chesapeake

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Chesapeake with confidence.

Which month has the cheapest hotel rates in Chesapeake?

Hotels are cheapest in Chesapeake in December, with average rates of ₪1,357. In comparison, June is the most expensive month, with prices at ₪2,169.

What is the cheapest day of the week to book a hotel in Chesapeake?

Wednesday offers the lowest rates in Chesapeake, with an average nightly price of ₪1,392. The highest prices are found on Saturday, with average rates at ₪1,703.

How early should you book a hotel in Chesapeake?

Book at least 66 days before your stay begins to get the best price for your Chesapeake hotel.

How much is a Chesapeake hotel?

Here are our most popular & best value hotels

2 stars and below

3 stars

Good to know

Low season

December

High season

June

Average price (weeknight)

₪405

Average price (weekend night)

₪460
Cheapest month to stay with an average 22% drop in price.
Most expensive month to stay with an average 24% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Chesapeake hotel deals

  • How long should you stay? KAYAK users usually book their accommodation in Norfolk for 1 day.
  • For the avid shoppers, you could consider staying near the Greenbrier Mall in Chesapeake. This mall has over 100 retail outlets and restaurants and one of the unique things about it is that it is built into a hillside and has ground floor entrances at both upper and lower levels. The 3-star Homewood Suites by Hilton Chesapeake-Greenbrier is a 6-minute drive away from the Greenbrier Mall.
  • Visitors who wish to spend some time surrounded by nature could explore the Chesapeake Arboretum, which dates back to the 18th century and covers 48 acres of land with flora and fauna of the region, including a rose garden and a fragrance garden. The 3-star Hampton Inn & Suites Chesapeake-Battlefield Blvd is a good option to stay at as it is only 7 minutes away by car from the Chesapeake Arboretum.
  • If you are traveling with kids, one of the active things you could do in Chesapeake is to visit the Fun Forest. The 3-star Hyatt Place Chesapeake-Greenbrier is a 6-minute drive away from the Fun Forest, which is a 3-acre park with swings, slides, and an imagination center where kids can play to their hearts’ content. There is also a family fun area so everyone can get involved in the games.
  • If you fancy spending your time in Chesapeake on or near the water, think about staying at one of the hotels that is an easy drive from the Northwest River Park, situated on the banks of the Northwest River. The 2-star Econo Lodge is a 25-minute drive from the Northwest River Park, which stretches over approximately 760 acres and has recreational activities such as boating and fishing, as well as hiking trails and bird watching opportunities in the natural forest area.
  • For those interested in history, it might be an idea to visit the Great Bridge Battlefield and Waterways Park, which tells the story of the Battle of Great Bridge that took place in the area in 1775. The 3-star Aloft Chesapeake hotel is 4.72 miles away from the Great Bridge Battlefield and Waterways Park, which has, among other things, an interpretive pathway that allows you to walk through history.
See more tips

FAQs when booking a hotel in Chesapeake

  • Which hotels in Chesapeake, VA have family rooms?

    The 3-star Wingate by Wyndham Chesapeake has rooms suitable for families staying together. Each room has a refrigerator in it so you can store ready-to-eat meals. The 2-star Holiday Inn Express & Suites Chesapeake also has family rooms that have both microwave and refrigerator provided.

  • Which hotels in Chesapeake, VA provide onsite parking?

    The Red Roof Inn Chesapeake Conference Center is a 3-star hotel that has free onsite public parking for guests and no prior reservation is necessary. The 3-star Comfort Inn & Suites Chesapeake also provides free public parking on site for guests of the hotel – no reservation is necessary.

  • Which hotels in Chesapeake, VA have a restaurant at the hotel?

    The 3-star Hilton Garden Inn Chesapeake has a Garden Grille & Bar restaurant that has an à la carte menu and serves American cuisine. The 3-star Delta Hotels by Marriott Chesapeake Norfolk has a bistro style restaurant open for breakfast, lunch and dinner and also serves American cuisine.

  • Which hotels in Chesapeake, VA have a swimming pool?

    The Comfort Suites Chesapeake is a 3-star hotel that has an outdoor pool that is available to guests of the hotel. Another option with a swimming pool is the 3-star Staybridge Suites Chesapeake - Virginia Beach. This hotel has the swimming pool indoors and there is a hot tub next to the pool.

  • How do I find a hotel in central Chesapeake?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Chesapeake districts. You can also do a search using the city map to choose a specific location, like Chesapeake city center.

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Chesapeake hotels with free parking?

    There are many hotels in Chesapeake that offer both parking and free parking. Popular choices among KAYAK users include Quality Inn Chesapeake, Wingate by Wyndham Chesapeake and Comfort Inn & Suites Chesapeake - Portsmouth.

See more FAQs

Where to stay in Chesapeake?

Our map will help you find the perfect place to stay in Chesapeake by showing you the exact location of each hotel.

Chesapeake Hotel Deals. Search and compare hotels in Chesapeake. Find cheap hotel rooms in Chesapeake. KAYAK searches hundreds of travel sites to help you find cheap hotels and book the room that suits you best.

Not what you’re looking for? Find thousands of other hotels, flights and car rentals with KAYAK.