Chesapeake, Virginia, is a charming city known for its diverse attractions. In downtown Chesapeake, visitors can indulge in shopping, dining, and live music, creating a vibrant atmosphere. The city also offers family-friendly activities like theaters and sports, ensuring entertainment for all ages. Chesapeake's beautiful beaches and soccer facilities attract many tourists, while its business opportunities make it popular for professionals. What visitors love about Chesapeake is its romantic ambiance, making it an ideal destination for couples. With its unique landscape and plethora of attractions, Chesapeake is a must-visit for any traveler.

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Our top choices for Chesapeake hotels




1. Holiday Inn Express Chesapeake - Norfolk by IHG
Holiday Inn Express Chesapeake - Norfolk by IHG



2. SpringHill Suites by Marriott Chesapeake Greenbrier
SpringHill Suites by Marriott Chesapeake Greenbrier



3. Comfort Suites Chesapeake - Norfolk
Comfort Suites Chesapeake - Norfolk



4. Aloft by Marriott Chesapeake
Aloft by Marriott Chesapeake



5. Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Hampton Inn & Suites Chesapeake-Battlefield Blvd.



6. Hyatt Studios Chesapeake
Hyatt Studios Chesapeake



7. Fairfield Inn and Suites By Marriott Chesapeake
Fairfield Inn and Suites By Marriott Chesapeake



8. Delta Hotels by Marriott Chesapeake Norfolk
Delta Hotels by Marriott Chesapeake Norfolk



9. TRU by Hilton Chesapeake, VA
TRU by Hilton Chesapeake, VA



10. Hyatt Place Chesapeake
Hyatt Place Chesapeake



11. Wingate by Wyndham Chesapeake
Wingate by Wyndham Chesapeake



12. Staybridge Suites Chesapeake by IHG
Staybridge Suites Chesapeake by IHG



13. Courtyard by Marriott Chesapeake
Courtyard by Marriott Chesapeake



14. Holiday Inn Express Hotel & Suites Chesapeake by IHG
Holiday Inn Express Hotel & Suites Chesapeake by IHG



15. Hampton Inn & Suites Chesapeake-Square Mall
Hampton Inn & Suites Chesapeake-Square Mall



16. Hilton Garden Inn Chesapeake/Greenbrier
Hilton Garden Inn Chesapeake/Greenbrier



17. Comfort Inn & Suites Chesapeake - Portsmouth
Comfort Inn & Suites Chesapeake - Portsmouth



18. Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Fairfield Inn & Suites by Marriott Chesapeake Suffolk



19. Residence Inn by Marriott Chesapeake Greenbrier
Residence Inn by Marriott Chesapeake Greenbrier



20. YourSpace Hotels Chesapeake
YourSpace Hotels ChesapeakeWhere to stay in Chesapeake


Greenbrier
Greenbrier combines suburban comfort with retail convenience in this family-friendly Chesapeake area. Greenbrier Mall anchors the area with department stores and speciality shops alongside tree-lined residential streets. Parks and green spaces like Chesapeake Arboretum offer peaceful breaks from shopping. Explore Chesapeake City Park's walking trails or visit Oak Grove Lake Park for outdoor recreation. Chain restaurants and familiar stores line Greenbrier Parkway in typical American strip mall fashion. With limited public transit, having a car makes it easier to discover this authentic slice of suburban America.

Great Bridge
Great Bridge offers a peaceful suburban retreat where Revolutionary War history meets waterfront tranquility. The area surrounds the scenic Intracoastal Waterway, with tree-lined streets leading to waterside parks and fishing piers. History buffs will appreciate the Great Bridge Battlefield & Waterways Museum commemorating a key Revolutionary War battle. Stroll along Elizabeth River's peaceful banks or enjoy a round at Chesapeake Golf Club. The family-friendly area features convenient shopping centers and casual seafood restaurants specialising in Chesapeake Bay delicacies. Though limited in public transit, the welcoming community provides an authentic glimpse into suburban American life.



Western Branch North
Western Branch North offers a peaceful family-oriented residential retreat just outside Chesapeake's urban core. This welcoming area features tree-lined streets with colonial-style homes and manicured lawns. Travellers will appreciate the authentic suburban American experience without tourist crowds. The area provides easy access to Chesapeake Square Mall and Bowlero Western Branch for entertainment options. Nearby Elizabeth River natural areas offer opportunities for hiking, fishing, and kayaking. With affordable dining at casual eateries and comfortable holiday rentals, Western Branch North serves as an excellent base for budget-conscious travellers exploring the region.


South Norfolk
South Norfolk blends historic charm with quiet suburban living. The tree-lined streets showcase early 20th-century Craftsman bungalows and Colonial Revival homes with inviting front porches. Visitors can explore the restored railway station and vintage shopfronts along Chesapeake Avenue. The area offers a genuine small-town Southern experience. Local diners serve comfort food while antique shops house unique regional treasures. Community parks provide peaceful retreats under towering pines, perfect for travellers seeking authentic local character away from tourist crowds.




Greenbrier East
Greenbrier East offers families a peaceful retreat with well-maintained homes and tree-lined streets just outside Chesapeake's busy centre. The area revolves around Greenbrier Mall, where department stores and casual dining options cater to everyday needs. Residential streets feature contemporary architecture and manicured lawns. Chain hotels provide budget-friendly stays with standard amenities like pools and free breakfast. Visitors appreciate easy access to shopping along Greenbrier Parkway. While lacking nightlife and public transit, this quiet suburban area delivers comfortable accommodation for travellers seeking value away from city centre prices.
Stay near popular Chesapeake attractions

Greenbrier Mall

Chesapeake Square Mall

Chesapeake Conference Center

Chesapeake City Park

Lake Drummond
Oak Grove Lake Park
Dismal Swamp Canal
Chesapeake Arboretum
Learn more about Chesapeake
Explore the Great Dismal Swamp's boardwalk trails where kayakers glide past cypress trees and wildlife thrives. The Chesapeake Arboretum's 48 acres of forests and gardens offer peaceful hiking, while nearby waterfront restaurants serve the bay's famous blue crabs.
See all hotels in Chesapeake
Top Chesapeake Hotel Reviews
Crowne Plaza Virginia Beach Town Center by IHG
"Great front desk help - excellent location for our travel"
Sandcastle Resort On The Beach
"everything was good"
Hilton Virginia Beach Oceanfront
"The cabinet with the refrigerator. The door was very loose and could not close. It needs a magnet to close the door back where the refrigerator is located."
Hyatt Place Virginia Beach / Oceanfront
"The staff was very friendly, room was nice (although the couch smelled like feet) and cozy, view was stunning and I thoroughly enjoyed my stay. The only issue I had was with valet, where I had to wait quite some time for my vehicle on two occasions due to an area concert/event. Overall, I would recommend Hyatt Hotels for future trips."
Holiday Inn & Suites Virginia Beach North Beach by IHG
"Great location"
YourSpace Hotels Chesapeake
"Great stay"
Hilton Vacation Club Ocean Beach Club Virginia Beach
"Staff was helpful"
Hyatt Studios Chesapeake
"I was impressed with the quality of my stay. The room was very clean, quiet and the bed was very comfortable."
Days Inn by Wyndham Virginia Beach Town Center
"Very good place to stay excellent location"
More cheap stays in Chesapeake

Budget Inn Norfolk Va

Oceans 2700

Ocean Resort

Days Inn by Wyndham Virginia Beach Town Center

Schooner Inn

Comfort Suites Chesapeake - Norfolk
Find out more about Chesapeake
Coastal charm and natural beauty await in Chesapeake
Top reasons to visit Chesapeake
- Charming Downtown: Chesapeake's downtown area is a vibrant hub of shopping, dining, and live music, creating a lively atmosphere for visitors.
- Family-Friendly Activities: The city offers a variety of family-friendly activities, including theaters and sports, ensuring entertainment for visitors of all ages.
- Beautiful Beaches: Chesapeake's beaches are known for their beauty, attracting many tourists to enjoy the sun, sand, and sea.
- Business Opportunities: Chesapeake is popular among professionals due to its business opportunities, making it a destination for both work and leisure.
- Romantic Ambiance: With its romantic ambiance, Chesapeake is an ideal destination for couples, offering a perfect setting for a romantic getaway.
Find your hotel in Chesapeake
When planning your holiday to Chesapeake, Virginia, you'll find a range of accommodation options to suit your needs and preferences. Chesapeake offers a variety of hotels, from budget-friendly options to luxurious resorts.
- Wingate by Wyndham Chesapeake - This 2.5-star hotel features an indoor pool, hot tub, connecting rooms, fitness center, spa, sports facilities, live music, and free breakfast. It provides a convenient and comfortable stay in Chesapeake.
- Hampton Inn & Suites Chesapeake-Battlefield Blvd. - With a 2.5-star rating, this hotel offers activities like snowshoeing, rafting, skydiving, surfing, kayaking, waterskiing, indoor pool, hot tub, and sailing. It's a great choice for adventure enthusiasts.
- Delta Hotels by Marriott Chesapeake Norfolk - This 3.5-star hotel offers skydiving, kayaking, waterskiing, indoor pool, wedding facilities, boating, friendly staff, hiking, and a coffee shop. It provides a memorable and enjoyable stay in Chesapeake.
Staying in Chesapeake is a fantastic choice for your holiday. With its variety of hotels and resorts, you'll find accommodation options that suit your budget and preferences. Chesapeake's convenient location and accessible facilities make it an ideal destination for both leisure and adventure activities.
Explore the best places to visit and stay in Chesapeake
Chesapeake, Virginia offers a range of exciting areas and neighborhoods for every traveler. Explore Greenbrier East, a destination known for its shopping, family-friendly activities, dining options, live music, theaters, business opportunities, and romantic experiences. Greenbrier West also offers a similar mix of attractions, including shopping, family-friendly entertainment, dining options, live music, theaters, business opportunities, beach activities, soccer, sports, and romantic experiences. For those looking to discover Western Branch North, expect to find shopping opportunities, family-friendly attractions, dining options, live music, theaters, business opportunities, beach activities, soccer, sports, and romantic experiences. With its unique geographic features, landmarks, and local experiences, Chesapeake promises a memorable holiday for all visitors.
- Greenbrier East: This area is a haven for shoppers and families, with a variety of dining options, live music venues, theaters, and romantic spots to explore. Don't miss the opportunity to enjoy the beach, soccer, sports, and business opportunities.
- Greenbrier West: Vibrant and diverse, this neighborhood offers something for everyone. Experience the thrill of shopping, enjoy family-friendly entertainment, indulge in delicious dining, immerse yourself in live music and theater performances, and make the most of the beach, soccer, sports, and romantic settings.
- Western Branch North: Discover the charm of this area through its shopping outlets, family-friendly attractions, mouthwatering dining options, live music events, theaters, business opportunities, beach activities, soccer, sports, and romantic experiences.
Experience the top activities and must-see sights in Chesapeake
Chesapeake is a city that offers a variety of experiences and attractions for tourists. Here are some points of interest worth visiting:
- Cahoon Plantation Golf Course: Immerse yourself in the scenic beauty of this golf course while enjoying a game of golf. The lush greenery and well-maintained fairways provide a relaxing and enjoyable experience for golf enthusiasts.
- Greenbrier Mall: Indulge in a shopping spree at this bustling mall. With a wide range of stores and boutiques, you can find everything from fashion to electronics. The mall also offers family-friendly entertainment options and a variety of dining choices.
- Chesapeake Square Mall: Explore this shopping center that caters to all your shopping needs. From popular brands to local boutiques, you can find a diverse range of products. The mall also features dining options and entertainment venues to make your visit enjoyable.
How to find great deals and cheap hotels in Chesapeake
- Chesapeake offers a range of affordable hotels for budget-conscious travelers. Take advantage of the Expedia Rewards program to earn points and save on your hotel bookings.
- Use the search filters on the Expedia website to find the perfect accommodation that suits your needs and budget in Chesapeake.
- Enjoy a variety of family-friendly activities in Chesapeake, including shopping, dining, live music, theater, and sports.
- Chesapeake is known for its beautiful beaches, where you can relax and enjoy the sun. Look for hotels near the beach for a romantic getaway.
- For budget-friendly travel, consider visiting Chesapeake during off-peak seasons, when prices for flights, hotels, and attractions may be lower. Spring and early summer are great times to visit.
- Explore Chesapeake's soccer scene by attending local matches or participating in sports events.
- Chesapeake is also a thriving business destination, so look for hotels that offer amenities and services for business travelers.
- Plan your visit to Chesapeake wisely to make the most of your travel budget and enjoy all that this vibrant city has to offer.
Discover the flavours of Chesapeake
Experience the highlights of Chesapeake's local cuisine and indulge in unique dishes that will tantalize your taste buds. Chesapeake offers a diverse dining experience that showcases the city's culinary prowess. From world-class chefs serving innovative dishes to high-end high teas and sunset cocktails on rooftop terraces, there is something for everyone.
Immerse yourself in the local culture by trying out the mouthwatering barbecue in a Bedouin camp in the desert or savoring the fusion of Japanese-Cuban flavours while enjoying breathtaking views across the Corniche. For a delightful brunch experience, head to Yas Marina where you can feast on delicious food while spotting luxurious yachts. And if you're looking for a dining experience with a view, don't miss the chance to dine in a revolving restaurant offering spectacular vistas of the city.
When it comes to popular restaurants in Chesapeake, Chick-Fil-A is a must-visit. This renowned North American restaurant chain serves up a variety of mouthwatering dishes that are sure to satisfy your cravings. Whether you're in the mood for their famous chicken sandwiches or their delectable sides, Chick-Fil-A is sure to please. With its convenient location in Chesapeake, you can enjoy a delicious meal in a welcoming atmosphere.
Best time to go to Chesapeake
Chesapeake boasts a year-around average temperature of 15.6ยฐC, peaking at 26.5ยฐC in July, its warmest month, and dipping to an average low of 4.7ยฐC in January, the coolest. Rainfall averages at 98.5mm annually, with August seeing the heaviest showers and February being the driest month.
Month![]() | Temperature (Celcius)![]() | Rainfall (mm)![]() |
| January | 4.7 | 86.4 |
| February | 5.9 | 79.2 |
| March | 9.6 | 93.5 |
| April | 14.6 | 86.6 |
| May | 19.3 | 86.6 |
| June | 24.1 | 108.2 |
| July | 26.5 | 130.6 |
| August | 25.5 | 140.2 |
| September | 22.4 | 120.9 |
| October | 16.7 | 86.9 |
| November | 11.6 | 80.0 |
| December | 6.7 | 82.8 |
The nearest major airports for your trip to Chesapeake
Chesapeake, Virginia, can be conveniently accessed via three major airports. NORFolk International Airport (ORF) is situated only 16km away, with nearby hotels like the 4-star Delta Hotels by Marriott Virginia Beach Waterfront Suites and the 4-star Westin Virginia Beach Town Center, both offering easy access to the airport. RIChmond International Airport (RIC) is 124km away, with excellent options such as the 4.5-star Jefferson Hotel and the 4-star Omni Richmond Hotel. Newport News-Williamsburg International Airport (PHF) is 45km from Chesapeake, featuring hotels like the 4-star Kingsmill Resort and the 3.5-star Embassy Suites by Hilton Hampton Convention Center, both accessible from the airport.
The Chesapeake info point: What you need to know
Category | Details |
|---|---|
| Location | Chesapeake, Virginia, United States of America |
| What to see | Great Dismal Swamp National Wildlife Refuge, Chesapeake Arboretum, Northwest River Park |
| Most popular month | May, June, July |
| Length of Stay | 3-5 days |
| Weather | Varies with seasons, mild winters and hot summers |
| Don't miss | Chesapeake City Park, Chesapeake Planetarium, Dismal Swamp Canal Trail |
| Cuisine | Traditional American dishes, seafood |
| Where to go | Chesapeake City, Greenbrier Mall, Battlefield Park |
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