Hotels in Chesapeake

Discover the Enchanted Shores of Chesapeake: Where Nature Meets Serenity

Chesapeake, Virginia, is an enchanting blend of natural beauty and vibrant urban charm. Nestled between lush parks and the serene Chesapeake Bay, this destination offers outdoor enthusiasts a haven for kayaking, hiking, and exploration. Stroll through the picturesque Chesapeake Arboretum or unwind at the scenic Chesapeake City Park. Downtown Chesapeake beckons with eclectic shops and delightful dining experiences, perfect for a leisurely afternoon. Whether you’re indulging in the coastal lifestyle or seeking a romantic escape, Chesapeake's captivating landscapes and warm Southern hospitality create an unforgettable experience for every traveller.

Discover great hotels in Chesapeake

Chesapeake offers a variety of hotel accommodations, ranging from budget-friendly options to comfortable suites and upscale stays. Whether you prefer a modern hotel with ample amenities or a cosy retreat, you’ll find suitable choices to fit your needs and budget in this charming Virginia city. Here are some of our travelers' favorite hotels in Chesapeake:

1. Renaissance Portsmouth-Norfolk Waterfront HotelOpens in a new window: This inviting 3.5-star hotel is perfect for leisure travellers seeking a family-friendly atmosphere while also being welcoming to the LGBTQIA community. With thoughtful amenities designed for children, the hotel ensures a comfortable stay for families. Guests appreciate the seamless experience, emphasising the hotel’s welcoming vibe and the range of services that enhance their stay, making it a delightful choice for those looking to create memorable family moments.
2. Motel 6 PortsmouthOpens in a new window: Motel 6 Portsmouth is a charming 2.0-star motel catering to pet-friendly travellers who appreciate a relaxed atmosphere. The property allows for dogs and cats on-site, making it a convenient choice for those who wish to travel with their beloved pets. Review sentiments highlight the welcoming environment and ease of access to local attractions, ensuring a comfortable stay for both pets and their owners, which enhances the overall travel experience.
3. Red Roof Inn Norfolk - PortsmouthOpens in a new window: Red Roof Inn Norfolk - Portsmouth is a delightful 2.0-star hotel that caters to pet-friendly travellers. With a welcoming stance towards pets and a variety of amenities designed for them, this property offers a unique experience for guests who wish to travel with their furry companions. Positive sentiments focus on the friendly environment and the convenience offered to both guests and their pets, making it an excellent choice for those looking to enjoy a relaxed stay with their animals.

Top locations to stay in Chesapeake

Some of the best areas to stay in when visiting Chesapeake, Virginia, are Norfolk, Portsmouth, and Greenwich. Norfolk boasts a vibrant theatre scene and lively nightlife, while Portsmouth is rich in museums and historical charm. Greenwich offers a unique experience with its focus on jazz and dance. For first-time visitors, Norfolk is the most appealing choice.

1. NorfolkOpens in a new window: Norfolk is a vibrant city known for its rich cultural scene and waterfront charm. A fantastic place to stay, it boasts attractions like the Chrysler Museum of Art and the Virginia Opera, where you can enjoy an array of performances. The city's historic Ghent district is perfect for leisurely strolls, offering an eclectic mix of shops, galleries, and eateries. Don't miss the Nauticus maritime museum and the Battleship Wisconsin for a touch of history. With its lively arts scene and beautiful waterfront, Norfolk is a great base for exploring the region.
2. PortsmouthOpens in a new window: Portsmouth is a hidden gem with a strong sense of history and a variety of museums to explore. Staying here gives you easy access to the charming Olde Towne, where you can wander cobblestone streets lined with historic buildings. The Portsmouth Art and Cultural Center often hosts interesting exhibitions and events, making it an excellent spot for art lovers. Just a short ferry ride from Norfolk, Portsmouth offers a quieter atmosphere, perfect for those looking to relax while still enjoying cultural attractions.
3. GreenwichOpens in a new window: Greenwich may be smaller, but it has a unique charm that’s perfect for a more laid-back visit. Known for its jazz and dance scene, you can often find local performances and events showcasing talented artists. This area offers a more intimate experience, allowing you to connect with the local culture. The relaxed vibe makes it ideal for leisurely exploration and enjoying the arts, making Greenwich a delightful option for travellers seeking a quieter yet culturally rich experience.

Things to do in Chesapeake

Chesapeake entices visitors with its stunning coastal landscapes, featuring serene beaches, lush parks, and inviting lakes. Enjoy thrilling activities like boating and hiking, or unwind with live music and theatre performances. With plenty of sports to cheer on, it’s an ideal spot for an invigorating getaway.

• USS Wisconsin BB-64Opens in a new window – Step aboard this historic battleship and explore the fascinating world of naval history. As a maritime museum, it offers an exciting glimpse into life at sea. You can wander the decks, admire the impressive machinery, and learn about the ship's storied past. Don't miss the chance to capture stunning photos of this iconic vessel.
• Town Point ParkOpens in a new window – Take a leisurely stroll through this urban park, where beautifully manicured gardens meet scenic waterfront views. It’s an ideal spot for a relaxing picnic or a peaceful walk along the trails. Keep an eye out for local events and concerts that often take place here, adding a lively atmosphere to your visit.
• Norfolk Botanical GardenOpens in a new window – Discover a lush oasis of flora at this stunning botanical garden. With over 175 acres of beautifully landscaped grounds, you can wander through themed gardens and enjoy the vibrant colours of flowers in bloom. Be sure to check out the butterfly house and the tranquil ponds that make this a peaceful retreat.
• Virginia Port AuthorityOpens in a new window – While primarily a civic hub, the Virginia Port Authority is a great place to learn about the maritime industry. You can witness the bustling activity of shipping operations and gain insight into the importance of this port in trade and commerce. It’s a unique perspective on Chesapeake’s economic heartbeat.
• Chesapeake BeachOpens in a new window – Dive into relaxation at Chesapeake Beach, a lovely spot for sunbathing and beachside fun. Enjoy swimming, beachcombing, or simply soaking up the sun on the soft sands. The beach is perfect for families looking to unwind and create lasting memories by the water.

4 tips for savvy savings when booking a hotel in Chesapeake

1. Book for the cheapest times: The most affordable time to visit Chesapeake is during January, February, and December, when hotel prices are typically lower. For a budget-friendly getaway, staying for at least 2 to 3 days is recommended to fully appreciate the city's key landmarks, historical sites, and cultural attractions. This duration allows visitors to explore various offerings, including shopping, dining, live music, and theatre, all of which provide great value for money. As prices might drop during these months, it’s an excellent opportunity for those looking to enjoy Chesapeake without overspending.
2. Look for last-minute deals on Hotels.com: To uncover last-minute deals for hotels in Chesapeake, begin by exploring the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may discover discounted rates as your travel date approaches. To enhance your chances of finding the best hotel deal, consider enabling email alerts or push notifications for flash sales and special promotions. The Smart Shopping feature within the app serves as a helpful comparison tool, allowing you to compare hotel prices and amenities, ensuring you’re informed if prices drop or rooms become available for your spontaneous getaway.
3. Be flexible with dates: Prices may fluctuate based on factors such as the hotel's location, star rating, and time of year, so being flexible with your travel dates could help you save on your stay at a hotel in Chesapeake. For those seeking a distinctive experience, boutique hotels often provide a more personalised touch and may offer better value. When you book with Hotels.com, we'll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we may suggest alternative dates that could be more affordable, helping you find a better deal.
4. Consider your location: Hotels situated near the city centre generally tend to be more expensive; however, thanks to Chesapeake’s outstanding public transport links, you may discover a more affordable independent hotel further afield that remains well connected. For those seeking to explore alternative, less populated neighbourhoods or even lesser-known nearby towns, there is often excellent value for money to be found. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Chesapeake

Chesapeake experiences its lowest average temperature in January, at 41.0°F (5.0°C), while July is the hottest month, with an average temperature of 79.7°F (26.5°C). September is usually the wettest month. April, June, and July are the peak travel months in Chesapeake, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. On the other hand, October to December tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.