2025 Chesapeake, Virginia Hotels

If you want your next vacation to be packed with incredible scenery, pristine natural terrain, and as few urban developments as possible, then grab your bags and head to Chesapeake, Virginia. Although just 15 minutes from the city of Norfolk and a mere 30 minutes to the tourist capital of Virginia Beach, Chesapeake retains a much more natural vibe that is perfect for outdoor loving travelers. The biggest natural attraction in the area is the Great Dismal Swamp National Wildlife Refuge. Not only can you head to the refuge for birdwatching and beautiful vies, you can fish in the swamp and even bike or walk along the Dismal Swamp Canal Trail, which is paved and stretches for nearly nine miles. Other outdoor attractions not to miss include the Elizabeth River Park, the Great Bridge Lock Park, and the area's many golf courses. For a chance to experience the rich colonial history in Chesapeake, be sure to check out the Casemate Museum, once a prison that held Confederate Jefferson Davis, or Battlefield Park. Many of the top hotels in Chesapeake for AARP members are close to great dining, and three of the best spots to enjoy a meal include Kempsville Road, Greenbrier Parkway, and Woodlake Drive.

Right here at the AARP Travel Center Powered by Expedia, we are proud to deliver a range of senior hotel discounts in Chesapeake to our valued AARP members. Through these Chesapeake hotel deals for seniors, AARP members can save an additional 10% off when booking select standalone hotels. Over several nights, this discount can add up in a big way, and the savings only grow if you opt for a vacation package. Bundle together flights to the area with cheap hotel deals for seniors in Chesapeake, VA and the discount just gets bigger. Exploring Chesapeake with your own car is a priority if you want to get off the beaten path, so be sure to book rental cars from us as well. You'll snag up to 25% off on these vehicles, helping you put more money back in your pocket to explore the history and pristine, undeveloped land all around you in beautiful Chesapeake, Virginia.