Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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.
We stayed for our honeymoon before embarking on our cruise to Bermuda out of Norfolk. The port was very close to the Inn.
The Inn is beautiful and so romantic. The area around the Inn had several options for dining. The walkable area was so romantic with its old architecture and cobblestone streets.
I would love to come and stay longer and experience their restaurants and the city of Norfolk. I would highly recommend the Inn to anyone wanting a place that is not a big box type hotel. If...
We stayed for our honeymoon before embarking on our cruise to Bermuda out of Norfolk. The port was very close to the Inn.
The Inn is beautiful and so romantic. The area around the Inn had several options for dining. The walkable area was so romantic with its old architecture and cobblestone streets.
I would love to come and stay longer and experience their restaurants and the city of Norfolk. I would highly recommend the Inn to anyone wanting a place that is not a big box type hotel. If...
Dana
Reviewed October 20, 2026Reviewed October 20, 2026
Our stay at the Teacherage was absolutely perfect! The owners Brenda and Graham really do an awesome job! They made us feel very welcomed at their cosy bed and breakfast place. The old house is very unique and charming and we loved it the minute we stepped inside. The delicious and rich breakfast was being served on the lovely porch every morning. The Teacherage is located perfectly when you want to visit the Outer Banks as well as enjoy the back country. Brenda and Graham always had wonderful...
Our stay at the Teacherage was absolutely perfect! The owners Brenda and Graham really do an awesome job! They made us feel very welcomed at their cosy bed and breakfast place. The old house is very unique and charming and we loved it the minute we stepped inside. The delicious and rich breakfast was being served on the lovely porch every morning. The Teacherage is located perfectly when you want to visit the Outer Banks as well as enjoy the back country. Brenda and Graham always had wonderful...
What is the nightly rate for a Bed & Breakfast in Chesapeake?
Prices for B&Bs in Chesapeake often vary, but you can find a great deal from $101 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chesapeake B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Chesapeake?
The best time to book a B&B in Chesapeake is during the spring months of April to June. This period draws visitors eager to enjoy the pleasant weather and vibrant natural beauty, with temperatures ranging from the mid-50s to mid-80s Fahrenheit. The region comes alive with blooming flowers and lush greenery, making it an ideal backdrop for outdoor activities such as kayaking, hiking, and exploring the scenic parks.
As the summer approaches, July becomes the most popular month for travelers. During this peak season, you'll find a buzzing atmosphere filled with families and friends enjoying Chesapeake's waterfront and local festivals. The warm temperatures are superb for engaging in water sports or relaxing by the bay.
For those looking to travel on a budget, consider visiting in December. This month offers a unique charm, as Chesapeake is beautifully decorated for the holiday season. It’s a quieter time, allowing for a more intimate experience while enjoying local holiday events and cozy gatherings.
What is the difference between a Chesapeake B&B and a hotel?
Every Chesapeake B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chesapeake B&Bs.