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.
New! Find and book your ideal hotel on TripAdvisor — and get the lowest prices

The Chesapeake Inn

Show Prices
Certificate of Excellence
Book on TripAdvisor
Trusted partner. We work with to make your booking as easy as possible.
Secure payments. We use industry-leading practices to keep your information secure.
Enter dates for best prices
powered by PriceFinder
Prices from our online travel partners are not available
We can't find prices for this hotel
Our online travel partners don't provide prices for this accommodation, but we can search other options in Urbanna
Check In Check Out
Show Prices
Management photos
The Chesapeake Inn
View Map
{"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"divClasses":"prw_rup prw_ibex_photo_carousel","moduleList":["handlers"],"js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"}},"scriptFlags":null,"containerClass":null}
Add Photo Write a Review
Turn Your Opinions into Points!
Turn your opinions into JPMiles
Turn your opinions into PAYBACK Points
*You can enroll in only one programme at a time to earn rewards for reviews.
JPMiles / Payback Arrow

92 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Showing 92: English reviews
Virginia Beach, Virginia
Level Contributor
108 reviews
26 hotel reviews
common_n_hotel_reviews_1bd8 65 helpful votes
Reviewed 9 August 2016

The Chesapeake Inn is a hidden gem. Don't let the boring exterior fool you, each room is beautifully decorated, the beds are extremely comfortable, and the customer service outstanding. Keep in mind this is a small, 13 suite inn so don't expect to have a person on site 24/7, but given that the owner/employees are extremely responsive. What amazes me... More 

1 Thank dulacdoc
Louisa, Virginia
Level Contributor
47 reviews
22 hotel reviews
common_n_hotel_reviews_1bd8 14 helpful votes
Reviewed 14 June 2016

This hotel was hard for me to find at first. From the pictures of the rooms I envisioned an old home converted into a hotel. But from the outside it looks like a regular one star hotel. It is not. The rooms are beautifully appointed and the staff is friendly. I especially like their idea of having a "service room"... More 

Thank AlisonT874
Barboursville, VA
Level Contributor
16 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
Reviewed 11 May 2016

We absolutely loved our stay here. Our room was gorgeously appointed. We had a double queen suite and the beds were so comfortable it was the best sleep I have had in ages. A good-sized refrigerator, a microwave and a coffeepot meant we could have holed up all weekend with ripe strawberries and whipped cream from the grocery store a... More 

1 Thank Gay Y
Greensboro, North Carolina
Level Contributor
65 reviews
10 hotel reviews
common_n_hotel_reviews_1bd8 14 helpful votes
Reviewed 29 April 2016 via mobile

It's said not to judge a book by it's cover, so we didn't, booked a suite at this boutique inn that was renovated from a 1950's Coca-Cola bottling company. Stomped around the small village by foot and explored the Northern Neck of Virginia by car. The large water views on the Rappahannock River were tranquil and very relaxing. Our room... More 

1 Thank Diane U
Richmond, Virginia
Level Contributor
43 reviews
11 hotel reviews
common_n_hotel_reviews_1bd8 17 helpful votes
Reviewed 26 April 2016

We had a Living Social voucher for 2 nights for price of one, so we thought we'd give it a try, having never been to Urbanna. The Chesapeake Inn is a lovely property that is well cared for and right in the heart of town. Liz takes really good care of guests at check-in and made us feel welcome. Our... More 

1 Thank VaGirl2
Level Contributor
104 reviews
28 hotel reviews
common_n_hotel_reviews_1bd8 101 helpful votes
Reviewed 20 April 2016 via mobile

Needed a break and grabbed my BFF for a quick trip out of town. This was the perfect spot!! The staff is so friendly and accommodating. The rooms are super clean and quiet. The well appointed decor is different in every room. There is a refrigerator and small coffee maker provided as well as the typical toiletries. This is in... More 

1 Thank Cathems
Bumpass, Virginia
Level Contributor
4 reviews
common_n_hotel_reviews_1bd8 5 helpful votes
Reviewed 14 March 2016

Very east to locate.. Marquee was clearly visiblefrom street....room and bed very clean...management friendlyand helpful with local history....parking on site and within walking distance to docks and restaurants. ... Restaurants. Owned and operated by local residence. ...would visit again.

2 Thank Nancy J
1 review
common_n_hotel_reviews_1bd8 1 helpful vote
Reviewed 11 March 2016

Cannot say enough good things about the Chesapeake Inn staff and accommodations. The room I stayed in was clean and cozy. I felt comfortable and at home as if I was staying with a family member or close friend. The staff went so far out of their way to accommodate my group's needs. I would stay here again in a... More 

1 Thank Kathleen D
Chesapeake, Virginia
1 review
Reviewed 28 August 2015 via mobile

Great place. Easy to get to from Highway 17. Very accommodating. The room was very clean and comfortable. All of the rooms have a unique decor. I will seek to stay here on future business trips. Locally owned restaurants within walking distance.

Thank SteveNethery
2 reviews
Reviewed 12 August 2015

Rather than return to Richmond and the hotel we stayed in the previous evening, we walked into The Chesapeake Inn and asked for a room for that and the following evening. No problem with space and the room (mini suite) was great. The Manager could not have been nicer and we would stay there again in a heart beat. The... More 

Thank Richard B

17 photos of this hotel

Traveller photos: See what travellers like you saw

All Traveller Photos (12)
View from Room (1)
Bathroom (1)
Room/Suite (7)
Hotel & Grounds (2)
Other (1)

Management photos: Courtesy of the property manager

All Management Photos (5)
Hotel & Grounds (4)
Other (1)
Check In Check Out
Hotels you might also like...
Also consider these accommodations in or near Urbanna
19.2 km away
Holiday Inn Express Kilmarnock
27.2 km away
Comfort Inn
Comfort Inn
#2 of 2 in Gloucester
96 reviews
27.3 km away
Hampton Inn Gloucester
Hampton Inn Gloucester
#1 of 2 in Gloucester
307 reviews
Show Prices
Show Prices
Show Prices
39.2 km away
Holiday Inn Express Hotel & Suites Tappahannock
25.2 km away
Washington Burgess Inn
Washington Burgess Inn
#1 of 1 in West Point
12 reviews
13.1 km away
The Tides Inn
The Tides Inn
#1 of 1 in Irvington
521 reviews
Show Prices
Show Prices
Show Prices


  • Free High Speed Internet ( WiFi )
  • Free Parking
Room types
  • Suites
  • Family Rooms
In your room
  • Air Conditioning
  • Refrigerator in room
  • Free Internet
  • Free High Speed Internet ( WiFi )
  • Free Parking
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 

Additional Information about The Chesapeake Inn

Address: 250 Virginia St, Urbanna, VA 23175-9997
Region: United States > Virginia > Urbanna
Price Range: ₹ 8,823 - ₹ 10,191 (Based on Average Rates for a Standard Room)
Number of rooms: 13
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing

Questions & Answers

Here's what travellers have asked, with answers from The Chesapeake Inn staff and other travellers.
3 questions
Ask a question
Reidsville, North Carolina, United States
over a year ago
Newark, Delaware
over a year ago
over a year ago

See all questions (3)

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 travellers prefer

“Choose an inside room for a little more quiet.”
 of 5 bubbles dulacdoc, 8 Aug 2016 | Read review
“I would recommend rooms 1-6”
 of 5 bubbles 953nancyj, 14 Mar 2016 | Read review
“All the rooms are beautiful! The pictures do not do them justice!”
 of 5 bubbles sylviam244, 6 Jul 2015 | Read review
“Ask for an exterior room if you are a smoker; all rooms are nicely decorated and comfortable”
 of 5 bubbles NecolB, 19 May 2015 | Read review
“All rooms are decorated differently. Immaculately I might add.”
 of 5 bubbles FasteddieBurleson_TX, 1 Apr 2015 | Read review
5 of 5