We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
All 2 Urbanna B&Bs / inns

The Chesapeake Inn

Save Saved
You added The Chesapeake Inn to your Saves list
250 Virginia Street, Urbanna, VA 23175
Hotel amenities
  • Overview
  • Reviews (65)
  • Photos (13)
  • Amenities
  • Q&A (1)
  • Room tips (24)
  • Location
  • More
The Chesapeake Inn
Ranked #2 of 2 Urbanna B&B and Inns
Certificate of Excellence 2014
We can't find prices for this accommodation
Our online travel partners don't provide prices for this accommodation, but we can search other options in Urbanna
Check In Check Out
Write a Review

65 people have reviewed this hotel

Traveler rating
See reviews for
Rating summary
  • Sleep Quality
    5 of 5 stars
  • Location
    5 of 5 stars
  • Rooms
    5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
Traveler tips help you choose the right room.   Room tips (24)
Date | Rating
  • English first
  • Any
English first
Fredericksburg, Virginia
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 2 weeks ago

Knowing very little about the area, we went into our two-night stay with few expectations, but we ended up thoroughly impressed. The room was comfortable and exquisitely decorated, and the service was above and beyond. Together with the fact that everyone seems to know everyone in this town and they're all quick to welcome you in, it was easy to... More

Was this review helpful? Yes 1
15 reviews 15 reviews
7 hotel reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed 2 weeks ago

We stayed here 2 nights, just before the 4th of July. Urbanna is a great small town located on the water (though the inn is a short walk, maybe 2 blocks away). We had our jetski and planned to explore the waterways around town. The accomondations were excellent and our room was extraordinarily comfortable. The owner could not be any... More

Was this review helpful? Yes
Kenwood, California
Top Contributor
98 reviews 98 reviews
20 hotel reviews
32 helpful votes 32 helpful votes
5 of 5 stars Reviewed 3 weeks ago

We stayed just one night but LOVED the Inn, the owners and the lovely, top of the line decor. The inn is owned by a charming interior designer and her partners. Her expertise in decorating shows in each of the rooms, all decorated in a different style. There are little bicycle surveys to use at your leisure to ride around... More

Was this review helpful? Yes 1
Middlebrook, Virginia
1 review
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed 4 weeks ago

We were looking for a last minute place to stay and so stopped to ask a lady we saw in town if she could recommend a hotel. She just happened to be the owner of The Chesapeake Inn! So we drove over to check it out and were pleasantly surprised at the most delightful little inn...well kept, welcoming, beautiful attention... More

Was this review helpful? Yes 2
Williamsburg, Virginia
Top Contributor
116 reviews 116 reviews
27 hotel reviews
78 helpful votes 78 helpful votes
5 of 5 stars Reviewed June 6, 2014

Our room was lovely, carefully chosen bedding and decor. Impeccably clean. Very spacious with plenty of space for a king bed, three chairs, table, closet and full size fridge, well appointed bath, with luxurious towels. Considering there isn't much competition in this area, this hotel/motel/inn is top rate. I love being able to park up close motel style, thought this... More

Was this review helpful? Yes 2
Richmond, Virginia
Top Contributor
52 reviews 52 reviews
21 hotel reviews
35 helpful votes 35 helpful votes
5 of 5 stars Reviewed May 15, 2014

We stayed at the Chesapeake Inn in the Lisa room for two nights in April. It is a beautiful room with a comfortable king bed. The hotel has an outside sitting area that is great for meeting and conversing with the other guests. Angela, one of the hotel owners, was extremely friendly and helpful, answering all of our questions and... More

Was this review helpful? Yes 2
Virginia Beach, Virginia
Senior Contributor
37 reviews 37 reviews
14 hotel reviews
26 helpful votes 26 helpful votes
5 of 5 stars Reviewed May 11, 2014

This is our third stay at The Chesapeake Inn. An old bottling plant converted to an Inn, each room is unique in it's design, spacious, with incredibly comfortable beds and outstanding service. We stayed in the Paris room this time. The bed was as comfortable as ours at home, the AC unit the best we've had recently (including nicer hotels)... More

Was this review helpful? Yes 1
Richmond, Virginia
1 review
5 of 5 stars Reviewed February 16, 2014

My husband and I stayed at the Chesapeake Inn for a last-minute Valentine's Day celebration, and we couldn't have asked for better hosts. The room was spotless, the bed was cozy, and the decorations were delightfully un-generic. But what we loved the most was the true service we received. The Inn's manager (I believe), Angela, went out of her way... More

Was this review helpful? Yes
Mechanicsburg, Pennsylvania
Top Contributor
67 reviews 67 reviews
17 hotel reviews
33 helpful votes 33 helpful votes
5 of 5 stars Reviewed January 22, 2014

This hotel was once an old Coke bottling factory but you'd never know it. The rooms are very clean and nicely decorated. The bed and pillows were super comfy and the down comforter and linens were of very high quality. There was a microwave, coffee maker, and full-sized fridge. The internet connection was fast and easy. The town is cute... More

Was this review helpful? Yes
Morgantown, West Virginia
Top Contributor
105 reviews 105 reviews
9 hotel reviews
41 helpful votes 41 helpful votes
5 of 5 stars Reviewed January 20, 2014

This place is so quaint, the suite we stayed in was so calming, clean and relaxing, the staff at the location could not have been any more accommodating. We are already planning a return trip to this location, and will stay here again!

Was this review helpful? Yes 1
Owners: What's your side of the story?
If you own or manage The Chesapeake Inn, register now for free tools to enhance your listing, attract new reviews, and respond to reviewers.
Manage your listing

Been to The Chesapeake Inn? Share your experiences!

Write a Review Add Photos & Videos

Additional Information about The Chesapeake Inn

Address: 250 Virginia Street, Urbanna, VA 23175
Location: United States > Virginia > Urbanna
Price Range (Based on Average Rates): $$

13 photos of this hotel

Traveler photos: See what travelers like you saw

All traveler photos (9)
Hotel & grounds (2)
Room/suite (2)
Other (5)

Management photos: Courtesy of the property manager

All management photos (5)
Hotel & grounds (4)
Other (1)


Free High Speed Internet ( WiFi ) Free Parking Suites
Official Description (provided by the hotel)
Urbanna's unique boutique hotel, catering to the boater, business and leisure traveler. Choose from our thirteen elegantly appointed rooms, each exhibiting its own distinctive character. We provide ample amenities including wireless internet service, 32" LCD televisions, full size refrigerators, microwave ovens, in room coffee makers and on site parking. Use one of our complimentary pedal Surreys to enjoy Urbanna Harbor, grab a bite to eat or take one for a joy ride around historic Port Town Urbanna. Nestled in the heart of town, you are only a short stroll to all of Urbanna's shops, restaurants and Marinas. Come to play, shop, and stay! 'Relax...You're here.' ... more   less 
Number of rooms

Questions & Answers

Here’s what questions travelers have asked, with answers from representatives of The Chesapeake Inn and other travelers.
1 question
2 months ago

See all questions (1)

Questions? Get answers from The Chesapeake Inn staff and past guests.
Posting guidelines
Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travelers prefer