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The Chesapeake Inn

An elegant, easy-going retreat for couples, families and pets nestled in an historic port town.

Urbanna, VA

4.888 reviews

12 rooms

Member since 2025

Stay for the Story

Set along the historic port town of Urbanna, Virginia, The Chesapeake Inn provides a relaxing coastal getaway for couples, families, and pets. D.C. natives Gari and Matt purchased the property in 2020 and renovated it with chandeliered guest rooms, a picturesque garden, an on-site store, and a spa, sauna, and studio. Guests can explore the local streets and waterways using complimentary surreys and kayaks before heading out to nearby oyster bars for dinner.

Amenities, Services and Experiences

  • Biking
  • Concierge Services
  • Family-friendly
  • Hidden Gem
  • LGBTQI+ Friendly
  • Pet Friendly
  • Spa Service

Local Dining

Local Activities

What Travelers Are Asking

Does The Chesapeake Inn in Urbanna, VA offer free parking for guests?

Yes, we offer free onsite parking.

Are spa services like massage available during a stay at The Chesapeake Inn?

Yes, spa services are available including yoga, sauna, spa treatments, and Equus sessions.

Can The Chesapeake Inn accommodate dietary restrictions for breakfast?

Yes, special diets are accommodated.

What room features are offered at The Chesapeake Inn in Urbanna, VA (fireplaces, soaking tubs, porches)?

Rooms may include jetted tubs, private entrances, antique furnishings, air conditioning, smart TVs, coffee makers, and bathrobes.

Does The Chesapeake Inn have a restaurant, bar, or lounge onsite?

No, there’s no restaurant onsite.

What are the best nearby restaurants for lunch or dinner close to The Chesapeake Inn in Urbanna, VA?

Here are a few favorite local spots near the inn: • Somethin’ Different – Pit-smoked meats, specialty sandwiches, and hearty homemade meals. • Mi Jalisco – Family-owned spot with fine Mexican cuisine and jumbo margaritas. • Urbanna Pearl Oyster Tavern – Fresh oysters, local brews, and a lively tavern atmosphere.

Are pets allowed at The Chesapeake Inn in Urbanna, VA?

Yes, pets are welcome.

What is the cancellation policy at The Chesapeake Inn in Urbanna, VA?

Please see our detailed policy here: https://www.thechesapeakeinn.com/cancellation-policy

Is The Chesapeake Inn family-friendly, and do you allow children?

Yes, we welcome families and children.

How many guest rooms or suites are at The Chesapeake Inn in Urbanna, VA?

We have 12 guest rooms.

What makes The Chesapeake Inn unique compared to other places to stay in Virginia’s Southeast Region?

Owned by Gari and Matt since 2020, the inn blends historic charm with an elegant, easy-going retreat style where guests can unwind with personalized hospitality.

Is The Chesapeake Inn in Urbanna, VA accessible for guests with disabilities?

Accessibility is limited.

Does The Chesapeake Inn support sustainable travel (eco-friendly practices, EV charging)?

Yes, we support eco-friendly practices, though EV charging is not listed.

Can you host weddings, elopements, or private events at The Chesapeake Inn in Urbanna, VA?

Yes, we host weddings, elopements, receptions, rehearsal dinners, bridal luncheons, baby showers, and private parties with both indoor and outdoor facilities.

What are the top attractions near The Chesapeake Inn in Urbanna, VA?

Guests often ask about nearby attractions. Here are some highlights: • Ballgown Barefoot – A boutique design destination. • Nauticat Charters – Picnic lunch sails or sunset cruises on the Rappahannock River. • Barefoot Studio & Spa – Private yoga, sauna, and spa experiences. Insider Tips • Urbanna hosts Virginia’s official Oyster Festival each year. • Explore Urbanna Creek and Dragon Run with complimentary kayaks. • See the historic Mitchell Map at the Scottish Factor Store Museum. • Ride around town in one of the inn’s signature surreys.

How far is The Chesapeake Inn in Urbanna, VA from the nearest major city or airport?

Urbanna is about 65 miles (1.5 hours) from Richmond International Airport (RIC) and 85 miles (2 hours) from Norfolk International Airport (ORF).

Reviews

"This boutique hotel is truly a gem!"

— Terra Dantona

4.84.8 out of 5 stars88 reviews
5 star
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Guest reviews mention

caring hosts5cozy room5dog friendly4immaculate rooms3beautifully designed lobby2free bicycles2boutique motel2beautifully decorated room2

88 reviews

pam roark6 days ago
5/5

This cute little inn was so amazing. Everyone was friendly, kind and very attentive. Our room was so amazing, comfy and had any and all amenities you could need. You are so close to all the little restaurants and shops. This place was beyond amazing and I highly recommend staying here. We will be back.

Emily DeHart2 weeks ago
1/5

I have been traveling to The Chesapeake Inn by boat my entire life. Over the past couple years my experience with The Chesapeake Inn has very sharply declined. Their dock hands are way too spastic and have caused me to almost crash my boat one or twice yelling and jumping on my boat taking over when I was at no danger to myself, my passengers, my boat, or any neighboring boats or property. Trying to get food service out to the boat takes all night just to put an order in. Tonight was probably my worst experience with The Chesapeake Inn by far. As I was mid docking my boat some random guy decided he did not approve how I tied my boat to the dock and he untied my boat from the slip. I kept yelling at him not to untie my boat and it wasn't until he had it completely untied that he claims he heard me and just threw the line down and left it untied in a mess on the dock. As I was sitting up at my table I saw the same man walk past my boat that I retired to the dock and stared at my dock lines for no less then 5 minutes debating on untying them. The groupings with decided we did not have all night to wait for boat service so we got up and got a table. We say there for an hour waiting for our waitress to take our order. We watched her repeatedly wait on the tables surrounding us and just kept skipping right past us. If it wasn't for the location of The Chesapeake Inn to my home marina I would not have kept coming to this place as long as I have. I am now looking for recommendations for a better atmosphere to spend my time at then this establishment.

drew3 weeks ago
5/5

Really nice place. liked the snacks in the room. If there was an $100 motel in Urbanna, I would have not stayed here. But very comfortable, very clean and nice atmosphere. Thank you

Ta month ago
5/5

I’m local to Urbanna and have never had any reason to work with the Inn until recently. We adopted a dog and it immediately ran away. The previous fosters drove up all the way from SC to help us look. The incredible folks at the Inn answered our call late Saturday, dropped everything to prepare the room for the foster family and began helping us with the search for our dog. Not only did they get the room ready quickly, they left a goodie bag for their daughter and according to the foster family the Inn left them a very kind note. The family said the sheets were so soft they wanted to live in them and that the Inn and rooms are very nice and clean. It goes a long way that they are not only a good business, but good people. We are a better community with their presence and we are endlessly grateful for their help, kindness and hospitality.

Terra Dantona2 months ago
5/5

This boutique hotel is truly a gem! Beautifully decorated common areas inside and out plus clean and comfortable rooms that are pet friendly. The husband-wife owners’ attention to detail is truly unmatched with little welcome gifts for both our child and Frenchie… plus walkable to everything Urbanna has to offer and a quick drive to Topping, Deltaville, Irvington, etc!

Meagan Heyden2 months ago
5/5

This was probably the nicest place my son and I stayed on our road trip around the country. The rooms were comfortable and beautiful. The husband and wife that ran it were just delightful. It was such a cozy place to stay! I would recommend this 1000 times over!

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Property info

The Journal — Urbanna

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