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The best areas to stay in Chesapeake are the Greenbrier area for convenience and a wide range of amenities, or the Great Bridge area for a more relaxed setting with historical significance.


The Greenbrier area is the commercial heart of Chesapeake, offering an extensive selection of hotels, restaurants, and shops. It's easily accessible from major roads like I-64 and Battlefield Boulevard, making it a practical base for exploring the wider region. You'll find everything from casual eateries to upscale dining, as well as several shopping centres.


This area is particularly well-suited for families due to the abundance of practical amenities and dining options. Many hotels here offer family-friendly facilities, and the proximity to various shopping centres means you're never far from anything you might need. It's also a good hub for day trips to Virginia Beach or Norfolk.


For those seeking a more relaxed atmosphere with a touch of history, the Great Bridge area is an excellent choice. Centred around the historic Great Bridge Lock Park, this neighbourhood offers a more local feel with independent shops and restaurants. It's a quieter part of Chesapeake, known for its connection to the American Revolutionary War.


Couples looking for a peaceful getaway might prefer Great Bridge. The area's historical charm and proximity to the Intracoastal Waterway offer opportunities for scenic walks and a break from the busier commercial areas.

For the best hotels in Chesapeake that travellers highly recommend, consider the Delta Hotels by Marriott Chesapeake Norfolk, Aloft Chesapeake, and SpringHill Suites by Marriott Chesapeake Greenbrier.


The Delta Hotels by Marriott Chesapeake Norfolk, with an excellent 8.6 rating, offers comfortable and clean rooms and is praised for its friendly and amazing staff. It is also conveniently located 1.4 km from Greenbrier Mall.


Another great option is the Aloft Chesapeake, rated 8.4. Guests consistently highlight the friendly staff, clean and spacious rooms, and its good location. This hotel also features an indoor pool and is 1.2 km from Greenbrier Mall.


The SpringHill Suites by Marriott Chesapeake Greenbrier, with a rating of 8.2, is known for its helpful staff, nice and clean rooms, and delicious breakfast. It provides premium bedding and designer toiletries, and is 1.7 km from Greenbrier Mall.

For families visiting Chesapeake, several highly-rated hotels offer excellent amenities and a comfortable stay. Consider the Delta Hotels by Marriott Chesapeake Norfolk, SpringHill Suites by Marriott Chesapeake Greenbrier, Aloft Chesapeake, Residence Inn by Marriott Chesapeake Greenbrier, and Holiday Inn Express Chesapeake - Norfolk by IHG.


The Delta Hotels by Marriott Chesapeake Norfolk, with an 8.6 rating, is a fantastic choice for families. It provides useful amenities such as cribs, stair gates, and a pool gate for children, along with a sofa bed and connecting rooms. Guests frequently praise the friendly and amazing staff, comfortable and clean rooms, and a great bar. It is also conveniently located just 1.4 km from Greenbrier Mall.


Another great option is the SpringHill Suites by Marriott Chesapeake Greenbrier, rated 8.2. This hotel offers a pool, sofa beds, free cribs, and games for children, as well as pool gates, stair gates, and connecting rooms. Customers often highlight the helpful and great staff, nice and clean rooms, and delicious breakfast. It is also close to Greenbrier Mall, at a distance of 1.7 km.


The Aloft Chesapeake, with an 8.4 rating, is also well-suited for families. It features connecting rooms, games for children, stair gates, a pool, and free cribs and pool gates. Guests appreciate the friendly staff, clean and big rooms, and the great location. It is just 1.2 km from Greenbrier Mall.


The Residence Inn by Marriott Chesapeake Greenbrier, rated 8.4, provides a comfortable experience with amenities like pool gates, stair gates, a pool, sofa beds, and free cribs. Guests can also enjoy free to-go, continental, and regular breakfast options. The staff are frequently described as friendly and helpful, with professional front desk staff. Rooms are noted as clean, and the breakfast is considered great. This hotel is also just 1.2 km from Greenbrier Mall.


Finally, the Holiday Inn Express Chesapeake - Norfolk by IHG, with an 8.6 rating, is another excellent choice for families. It offers stair gates, sofa beds, pool gates, games for children, and a pool, along with free continental and regular breakfast. Guests consistently mention the clean and quiet rooms, great breakfast, friendly and helpful staff, and comfortable beds. It is located 1.3 km from Greenbrier Mall. Find more child-friendly accommodations in Chesapeake

Several highly-rated hotels in Chesapeake offer a complimentary breakfast, including the Fairfield Inn and Suites By Marriott Chesapeake, Comfort Suites Chesapeake - Norfolk, Holiday Inn Express Chesapeake - Norfolk by IHG, TRU by Hilton Chesapeake, VA, and the Hyatt Place Chesapeake.


The Fairfield Inn and Suites By Marriott Chesapeake, rated 9.0, provides a free continental breakfast. Guests frequently mention the friendly and helpful staff, nice and clean rooms, and super comfortable beds. They also appreciate the excellent location.


Another great option is the Comfort Suites Chesapeake - Norfolk, with an 8.6 rating. This hotel provides a free buffet breakfast, and travellers often comment on the nice and clean rooms, helpful staff, and great location.


The Holiday Inn Express Chesapeake - Norfolk by IHG, also rated 8.6, offers a free continental breakfast. Reviewers often highlight the clean and quiet rooms, great breakfast, and friendly staff.


TRU by Hilton Chesapeake, VA, with an 8.6 rating, includes a free buffet breakfast. Guests frequently praise the friendly staff, great breakfast, and clean rooms.


The Hyatt Place Chesapeake, rated 8.4, provides a free buffet breakfast. Guests consistently mention the great and delicious breakfast, excellent staff, and clean rooms. This hotel is also conveniently located near Oak Grove Lake Park.

For top pet-friendly hotels in Chesapeake, consider the Homewood Suites by Hilton Chesapeake-Greenbrier or the Hampton Inn & Suites Chesapeake-Battlefield Blvd.


The Homewood Suites by Hilton Chesapeake-Greenbrier, with an 8.0 rating, warmly welcomes both dogs and cats, even providing food and water bowls for your convenience. Guests frequently praise the friendly and helpful staff, the nice-sized and clean rooms, and the great complimentary buffet breakfast. Its excellent location places it just 0.6 km from Greenbrier Mall.


Another highly-rated option is the Hampton Inn & Suites Chesapeake-Battlefield Blvd., also with an 8.0 rating. This hotel accommodates both dogs and cats and offers a complimentary breakfast, including both buffet and to-go options. Travellers often highlight the spacious and clean rooms, the excellent and attentive staff, and the fresh coffee. It is conveniently located 1.7 km from Oak Grove Lake Park.


The Red Roof Inn Chesapeake Conference Center, rated 7.0, is another welcoming choice for both dogs and cats. Guests note the nice and helpful staff, the neat and clean rooms, and the good value. It is located 1.4 km from Greenbrier Mall.


For those travelling with dogs only, the WoodSpring Suites Chesapeake - Norfolk South is an option. Guests have complimented the great and amazing staff, the nice and helpful front desk staff, and the clean rooms. This hotel is located 1.0 km from Chesapeake Arboretum and 1.4 km from Battlefield Historic Park.


Another hotel that welcomes dogs is the WoodSpring Suites Chesapeake - Norfolk Greenbrier. Guests have praised the friendly and professional staff at this hotel.

For a top boutique hotel in Chesapeake, the TRU by Hilton Chesapeake, VA is an excellent choice.


This hotel, with an 8.6 rating, offers a variety of complimentary amenities, including free breakfast, free self-parking, and free WiFi. Guests frequently mention the friendly and great staff, the great breakfast, and the clean rooms. It is a good option for travellers looking for a boutique experience in Chesapeake.

For budget-friendly hotels in Chesapeake that receive high praise from guests, consider the Comfort Suites Chesapeake - Norfolk and the Hampton Inn Norfolk/Chesapeake (Greenbrier Area).


The Comfort Suites Chesapeake - Norfolk, with an 8.6 rating, offers a complimentary buffet breakfast and free WiFi, which guests frequently mention as being very good. Reviewers often highlight the nice, clean rooms and the helpful staff, and those travelling with larger vehicles will appreciate the free RV, bus, and truck parking.


Another excellent choice is the Hampton Inn Norfolk/Chesapeake (Greenbrier Area), rated 8.4. Guests consistently praise the clean, great rooms and the friendly, great staff. The complimentary breakfast, including a to-go option, is often described as nice and good, with excellent coffee.


The Fairfield Inn & Suites by Marriott Chesapeake Suffolk, with an 8.2 rating, is also a strong contender. This hotel provides free continental breakfast and free WiFi, and guests frequently note the friendly and helpful staff, hot breakfast, and clean rooms. It is conveniently located just 1.8 km from Western Branch Park Dog Park.


The Comfort Inn & Suites Chesapeake - Portsmouth, rated 8.2, is another good option. It offers a complimentary buffet breakfast and free WiFi, and guests often mention the clean, big rooms and the always friendly, helpful staff. The hotel is close to local amenities such as Broadmoor Play Area (1.5 km) and George Washington Shopping Centre (1.0 km).


Finally, the Homewood Suites by Hilton Chesapeake-Greenbrier, with an 8.0 rating, also offers good value. Guests appreciate the complimentary buffet breakfast and free grocery shopping service. Travellers frequently praise the friendly, helpful staff, the nice-sized, clean rooms, and the great breakfast.

For a romantic getaway in Chesapeake, couples might consider the Residence Inn by Marriott Chesapeake Greenbrier or the Staybridge Suites Chesapeake by IHG.


The Residence Inn by Marriott Chesapeake Greenbrier, with a rating of 8.4, offers spacious suites and complimentary breakfast. Guests frequently praise the friendly and helpful staff, especially the professional and amazing front desk team.


Another excellent option is the Staybridge Suites Chesapeake by IHG, also rated 8.4. This hotel provides suites with free WiFi and a complimentary buffet breakfast. Guests often praise the great rooms and friendly staff.

For excellent hotels in Chesapeake near Greenbrier Mall, consider the Fairfield Inn and Suites By Marriott Chesapeake, the Holiday Inn Express Chesapeake - Norfolk by IHG, and TRU by Hilton Chesapeake, VA.


The Fairfield Inn and Suites By Marriott Chesapeake, with a 9.0 rating, is located just 0.9 km from Greenbrier Mall. Guests consistently praise the friendly and helpful staff, the nice and clean rooms, and the super comfortable beds. It offers complimentary continental breakfast and free self-parking, making it a convenient choice. The hotel also features a pool, and provides free cribs and child-friendly window designs, which are great for families.


Another highly-rated option is the Holiday Inn Express Chesapeake - Norfolk by IHG, which has an 8.6 rating and is 1.3 km from Greenbrier Mall. This hotel is known for its clean and quiet rooms, great breakfast, and friendly, helpful staff. It offers a pool, free continental breakfast, and amenities like stair gates and games for children.


TRU by Hilton Chesapeake, VA, also rated 8.6, is particularly close to Greenbrier Mall, at just 0.5 km away. Guests frequently mention the great staff, good breakfast, and clean rooms. It provides complimentary buffet breakfast, free WiFi, and free self-parking, along with connecting rooms for added convenience.

The best time to visit Chesapeake is during the spring (April to May) and autumn (September to October) months when the weather is pleasant and comfortable for outdoor activities.


Spring in Chesapeake brings mild temperatures, typically ranging from 15°C to 25°C (60°F to 78°F). This is an excellent time for exploring the city's natural beauty, such as the Great Dismal Swamp National Wildlife Refuge, where you can enjoy hiking, birdwatching, and kayaking in comfortable conditions. The blooming flora adds a lovely touch to the landscapes. This season is particularly good for families looking to enjoy nature without the intense heat of summer.


Autumn offers similarly agreeable weather, with temperatures usually between 10°C and 22°C (50°F to 72°F). The changing leaves create picturesque scenery, especially along the Chesapeake Bay waterfront and throughout the many parks. It's an ideal time for outdoor pursuits like cycling along the Dismal Swamp Canal Trail or visiting local farms for seasonal produce. Couples often appreciate the cooler, crisp air for romantic strolls and scenic drives.


While summer (June to August) is warm and popular for water-based activities, it can be quite hot and humid, with temperatures often exceeding 30°C (86°F).

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chesapeake.

One Key™—Expedia’s free travel rewards program—gives you instant access to discounts with Member Prices on Chesapeake hotels. Plus, you’ll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Prices for hotels in Chesapeake often vary, but you can find a great deal from AU$105 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.