Hotels in Chesapeake

Chesapeake: Where Coastal Serenity Meets Cultural Treasures

Discover Chesapeake, Virginia, a hidden gem where scenic landscapes meet vibrant culture. Nestled between lush parks and serene waterways, this charming destination invites you to explore the Great Dismal Swamp, perfect for nature lovers and outdoor adventurers. Stroll through historic downtown Chesapeake, where quaint shops and local eateries await. Enjoy the coastal beauty of the Elizabeth River and indulge in fresh seafood at waterfront restaurants. With its blend of tranquility and activity, Chesapeake offers a refreshing escape for families, couples, and solo travelers alike, promising unforgettable memories in a picturesque setting. For our best hotel rates in Chesapeake and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Chesapeake

Chesapeake offers a range of accommodations, from affordable hotels to upscale options featuring spacious suites and modern amenities. Enjoy convenient access to parks and waterways, making it an ideal base for exploring the area. Whether you're seeking luxury or budget-friendly stays, Chesapeake has various choices to suit your needs. Here are some of the most popular hotels with our travelers in Chesapeake:

1. Hilton Norfolk The MainOpens in a new window: Hilton Norfolk The Main is a sophisticated 4.0-star hotel located in the city center, making it an ideal choice for leisure travelers seeking a vibrant city experience. This hotel boasts a range of amenities, including a Business Center, multiple meeting rooms, and a stunning conference center. Guests can enjoy exquisite dining options and a lively atmosphere, highlighted by a pool and proximity to waterfront views. The positive sentiments reflect a delightful stay with excellent dining options, including an on-site restaurant that enhances the overall experience, making it a perfect retreat for those who appreciate convenience and luxury.
2. The Founders Inn and SpaOpens in a new window: The Founders Inn and Spa is a charming 4.0-star hotel designed for travelers looking for a family-friendly yet upscale experience. Nestled in a serene location, this hotel features a full spa complete with couples' treatment rooms and a relaxing pool service. The spacious rooms offer comfort and modern amenities, ensuring a restful stay. Guests appreciate the cleanliness and the friendly atmosphere, perfect for unwinding after a day of exploring nearby dining options. The overall positive sentiment emphasizes the hotel’s ability to provide a tranquil escape, making it a superb choice for those seeking comfort and relaxation.
3. The Inn at Four Eleven YorkOpens in a new window: The Inn at Four Eleven York is a delightful 4.0-star Bed and Breakfast that captures the essence of romance and comfort in a city setting. This charming inn features beautifully appointed rooms that blend modern amenities with classic design, creating a cozy and inviting atmosphere. Guests can indulge in a luxurious breakfast that sets the tone for a wonderful day. The location allows easy access to downtown attractions, enhancing the travel experience. The strong positive sentiments underscore the extraordinary service and immaculate accommodations, establishing this B&B as a premier destination for those seeking a romantic getaway or a serene retreat.

Top locations to stay in Chesapeake

Some great areas to stay in Chesapeake, Virginia, are Downtown Norfolk, Northwest, and Greenbrier East. Downtown Norfolk offers vibrant nightlife and cultural attractions, while Northwest features local parks and community vibes. Greenbrier East is known for its residential charm and convenience. For first-time visitors, Downtown Norfolk is best suited due to its diverse activities and easy access to attractions.

1. Downtown NorfolkOpens in a new window: Staying in Downtown Norfolk puts you right in the heart of the action. This vibrant area boasts must-see places like the Norfolk Botanical Garden, where you can wander through beautiful landscapes, and the USS Wisconsin BB-64, a historic battleship that’s perfect for maritime enthusiasts. The cultural scene is lively, with venues like the Crispus Attucks Theatre & Cultural Center and the Norva Theater hosting a variety of performances. After a day of exploring, check out the shopping options at the Waterside District, or enjoy a leisurely stroll along the waterfront. With its blend of attractions, shopping, and cultural experiences, Downtown Norfolk offers a dynamic base for your Chesapeake adventure.
2. NorthwestOpens in a new window: If you prefer a more suburban vibe, Northwest is an excellent choice for your stay. This area is known for its family-friendly atmosphere and proximity to outdoor activities. You can enjoy tennis at the Northside Park Tennis Center or the Tidewater Tennis Center. For shopping, the Greenbrier Mall offers a nice variety of stores to explore. While there are fewer cultural attractions here than in Downtown Norfolk, the Northwest area provides a cozy retreat with convenient access to the larger city’s offerings.
3. Greenbrier EastOpens in a new window: Greenbrier East is a charming residential area perfect for those seeking a quieter stay. It features local parks and green spaces ideal for relaxation or a leisurely stroll. While it may not have the bustling attractions of Downtown Norfolk, it offers a friendly community atmosphere and is close to shopping centers. This makes it an ideal spot for travelers who enjoy a more laid-back environment while still being within reach of Chesapeake’s main attractions.

Things to do in Chesapeake

Chesapeake beckons with its stunning beaches, serene parks, and lush forests, perfect for outdoor enthusiasts. Enjoy activities like boating, hiking, or soaking up the sun on sandy shores. In the evenings, dive into the local scene with vibrant live music, theater performances, and spirited sporting events.

• USS Wisconsin BB-64Opens in a new window – Step aboard the iconic battleship USS Wisconsin BB-64, a floating piece of history. Explore its impressive decks, where you can appreciate the ship's massive guns and learn about its storied past through engaging exhibits. Don’t miss the chance to take in the waterfront views while you’re here!
• Portsmouth Naval Shipyard MuseumOpens in a new window – Dive into naval history at the Portsmouth Naval Shipyard Museum. This museum offers a fascinating look at shipbuilding and the rich maritime heritage of the area. You’ll see artifacts and exhibits that tell the story of the shipyard's significant role in American naval operations.
• Town Point ParkOpens in a new window – Relax in the lush greenery of Town Point Park, an urban oasis perfect for a leisurely stroll or a picnic. With scenic views of the waterfront, this park often hosts events and concerts, making it a vibrant spot to enjoy the outdoors and local culture.
• Chesapeake City ParkOpens in a new window – Enjoy a day outdoors at Chesapeake City Park, where you can explore walking trails, playgrounds, and serene picnic areas. This park is a great place for families to unwind and connect with nature amid beautiful landscapes.
• Nauticus National Maritime CenterOpens in a new window – Discover the wonders of the sea at Nauticus National Maritime Center. This interactive maritime museum features engaging exhibits on naval history and ocean science, plus a chance to see impressive ships up close. It’s a great spot for curious minds and families alike!

5 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 tend to be lower. For a budget-friendly trip that allows you to fully appreciate the area's historical and cultural landmarks, it's best to stay for at least 2 to 3 days. This duration will give you a great value for money while you explore attractions like the beautiful beach and other significant sites steeped in history and culture.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals in Chesapeake, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. You could also enable email alerts or push notifications to stay updated on flash sales and special promotions. Additionally, the Smart ShoppingOpens in a new window tool available in the app allows you to compare room rates and amenities, helping you find the best hotel deal. With these resources, you're more likely to see opportunities to save on your last-minute getaway.
3. Be flexible with dates: Prices may fluctuate based on factors like the hotel's location, star rating, and the 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 unique accommodations, boutique hotels often provide a more personalized experience and can sometimes offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that may help you find a more budget-friendly option.
4. Consider your location: Hotels near the city center usually tend to be more expensive, but with Chesapeake's great public transportation options, you might discover a more affordable independent hotel a bit farther out that still has good connections. For those interested in exploring alternative, less crowded neighborhoods or even lesser-known nearby towns, there’s often excellent value for your money. Opting for these alternative locations could provide a more authentic and budget-friendly experience.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Chesapeake. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

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, with light rainfall. On the other hand, October to December tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.