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Welcome to The Chesapeake Inn

Urbanna's unique boutique hotel, The Chesapeake Inn, is a perfect retreat for leisure travelers, boaters and families looking for an easy getaway from the chaos of everyday life. We pride ourselves in doing everything we can to make our guests' stays absolutely perfect so be sure to let us know we can help!

As new owners of the Inn, we are updating the facilities (which were already fabulous) and adding an extra bit of fun to the property! Use one of our complimentary kayaks to enjoy Urbanna Harbor, take one of our bicycles or our pedal operated Surreys for a joy ride around historic Urbanna or just to peruse the antiques stores and other shops. Our rooms have everything you might need for a weekend away including wireless internet service, 32" LCD televisions, luxury personal amenities, refrigerators, microwave ovens, and in-room coffee makers. And we have everything extra you might need if you come with children or your four legged best friend, so don't hesitate to ask!

Enjoy the delicious seafood at our wonderful restaurant, the Half Shell Grill, or grab a bite at one of Urbanna's other 7 restaurants (6 within a couple blocks of us). Nestled in the heart of town, you are only a short stroll to all of our little town's beauty! Come visit us to play, shop, and relax - we are YOUR retreat by the river! We are currently updating our website so no online booking is available, but don't hesitate to reach out via email or Facebook messenger as well as on the phone, and we will respond as soon as we can!

Gari Lister & Matt Gobush

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
  • Cable TV
  • Refrigerators
  • Microwave Ovens
  • Hair dryers
  • Alarm clocks
  • Iron & Ironing boards on site
  • Board games
  • Complimentary Cookies and Coffee basket
  • Surrey Bicycles
  • On-site Parking
  • iPod Docking Station
  • FAX machine on site
  • Ice Machine
  • Outdoor seating areas
  • Hypo-allergenic down pillows & blankets
    (non-allergenic pillows available upon request)


$149 - $199
Prices subject to local and state taxes
Two-Night minimum on Holiday Weekends

Call for our special group rates and
Urbanna Oyster Festival weekend prices.

Our Policies

Check-in: 3pm
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.

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.

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.

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

Enjoy Our Many Amenities

The Chesapeake Inn Rooms


You are going to love Urbanna!

Events and Private Parties

  • Our banquet facilaties are currently under construction


We are developing all new packages.

Beautiful Urbanna, Virginia

Contact Information and Directions

(804) 758-1111

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:

Covid Policies & Precautions

Come stay with us assured that your safety is our top priority.

The cleanliness of our rooms has always been at the core of The Chesapeake Inn's business model, but because of Covid-19 we have implemented additional precautions to keep our guests and employees safe. We ask everyone to mask and to use the hand sanitizer stations we have around the property. Check-in and check-out are contactless, and we have modified our housekeeping procedures to ensure that our rooms are safe and clean. We use highly specialized cleaning products, follow the Centers for Disease Control (CDC) Guidelines, and employ the American Hotel & Lodging Association Safe Stay cleaning practices and workplace protocols. We have exchanged our regular designer linens for ones that can be completely washed after every stay, and have replaced our glassware with disposable paper products.

Finally, but perhaps most importantly, we have taken the extra step of purchasing a medical grade HEPA air purifier unit - the same units used in most dentist and doctor offices - for each and every one of our guest rooms.