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Welcome to The Chesapeake Inn

Welcome to our website – we are so glad you are here! We are Gari and Matt, and we bought the Chesapeake Inn about a year ago – yes, in the middle of the pandemic. We invested in the inn because we believe in the importance of getting away, of taking a break – a retreat from the chaos of daily life. Our little house in Urbanna was that for our family for years – the place where we opened the door, dropped our bags, and let out the breath we didn’t even know we were holding. We want our guests to have the same feeling. We truly want the Chesapeake Inn want to be “your retreat by the river!”

To reach that goal, we have spent the last year revitalizing every part of the property. We have redecorated and renovated all of our guestrooms to give them a coastal elegant feel. We raised the ceilings, added a chandelier to every room, and employed a mix of vintage and modern furniture – our goal is to provide beautiful rooms . . . where you can still safely put your bare feet and border collies on the furniture. Every room has original art, and its own character.

We renovated the common areas too: we took up the enormous asphalt parking lot and replaced it with a large Greenspace and a pea gravel driveway, much better for the environment and more beautiful too. We replaced a rarely used banquet room with a Lobby/Living Room all our guests can enjoy, added a yoga studio, and are finishing a unique conference room. The property also includes a wonderful restaurant – the Half Shell Grill - open 7 days a week which features fresh seafood.

Outside, we added all the toys we thought our guests would enjoy using in Urbanna – we bought new kayaks (kayaking here is wonderful!), added bikes, an adult tricycle and a tandem bike, and of course kept the inn’s surreys which are fun and accessible for everyone!

And our approach has affected our amenities and pricing too. We don’t charge any extra fees – we believe our customers are our guests, and the very last thing we want is to have a guest surprised by a bill. So unlike many other hotels, we don’t charge extra fees. Not for our kayaks or our bikes or printing. And we don’t have a mini bar; we give our guests snacks and waters so you’ll have something to snack on if you’re hungry.

Personalized hospitality is our core principle, and we will do absolutely everything we can (within the law) to give our guests what they need and what they want. We won’t promise that we have thought of everything – but we will promise that if we haven’t thought of something, we will climb mountains to make it happen for you – if not during this stay, during your next. We believe the perfect retreat depends on the guest, and we are here to make it happen. If you need peace and quiet, your perfect weekend may include a mug of delicious coffee on our Greenspace, a meditative walk in Urbanna’s quiet streets, time in Waterman’s Park on the River and a sole yoga practice in our own studio. If you crave adventure, your perfect weekend may include kayaking on the River or the Urbanna Creek (did you know there is a sunken civil war ship?), lunch at Merroir (ten minutes outside of town) and maybe renting a boat of your very own. On the other hand, if you brought your children, we might suggest taking the trolley, playing a round of mini golf and enjoying a scoop or two of ice cream. And we might mention that just in case you need a distraction we have a library of toys designed to keep any cranky small person occupied (did we mention we have six girls so we have lots of experience with cranky small people?).

The Chesapeake Inn isn’t a “regular” inn – but then again, you aren’t regular either. You are special, and deserve the very best – and we want to give it to you.

Gari Lister & Matt Gobush
Owners, the Chesapeake Inn

Each Room Has It's Own Distinct Character


  • Surrey Carriages
  • Bicycles
  • Kayaks
  • Restaurant on site
    Open 7 days a week
  • Free wireless internet
  • 32 inch LCD Televisions
  • Luxury Gilchrist & Soames toiletries
  • Cable TV
  • Refrigerators
  • Microwave Ovens
  • Hair dryers
  • Alarm clocks
  • Iron & Ironing boards on site
  • Board games
  • Complimentary Cookies and Coffee basket
  • On-site Parking
  • FAX machine on site
  • Ice Machine
  • Outdoor seating areas
  • Hypo-allergenic down pillows & blankets
    (non-allergenic pillows available upon request)

Our Policies

Check-in: 3pm, but please let us know if you are arriving earlier and we will move mountains to get you into your room when you arrive in Urbanna
Check-out: 11am

Please let us know if you would like an early check-in and we will do our very best to accomodate you. Similarly, we are happy to consider late check out requests.


We take a $100 per room deposit upon booking. Single room reservations may be cancelled up until 7 days before check-in, but we do have a $50 cancellation fee. Reservations are not cancellable 7 days or less before check-in but we will do our best to resell your room; if we are able to do so, then we will refund the cost of your room, less the $100 deposit. Please call us at 804-758-1111 with any questions or to discuss your specific situation.

Pet Friendly

We are enthusiastically pet friendly but do ask that guests ensure their pets are vaccinated and that pets be crated if left in the room. Please be sure to let us know if you would like to bring your furry family member; we are happy to provide you with pet bowls and beds and make sure we have a pet friendly room reserved for you. If your furry family member needs somewhere safe to spend the day, we have a close relationship with a local boarding facility.

We also have rooms reserved for our allergic and sensitive guests; please let us know if you would like one.

Family Friendly

We love children and welcome them with open arms! We have a crib, pack and play, folding booster seat and diaper genie available for your use. We also have a selection of rainy day and "I'm bored" toys and children's books for our younger guests to borrow.


Smoking is prohibited in all rooms and hallways. We do offer outdoor seated smoking areas.

Enjoy Our Many Amenities

The Chesapeake Inn Rooms

Make a Reservation

You are going to love your stay!

Beautiful Urbanna, Virginia

Contact Information

We love talking with our guests - if you can’t find the answers or the rooms you are looking for, please reach out!

Call 804-758-1111
Text 804-824-4055

Email Us

250 Virginia Street
Urbanna, Virginia 23175

We recommend a maximum capacity of no more than 100 people for an event

Full Caterer's kitchen including: