The Chesapeake Inn

Two-Night Stay for Two at The Chesapeake Inn in Urbanna, VA

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Cozy Inn Nestled Along a Tributary of Chesapeake Bay

The Chesapeake Inn, a venerable brick building, sits within walking distance of the shores of a Chesapeake Bay tributary. Upon entering the cozy inn, you’ll see a cluster of wooden oars poking out of a wooden barrel as if they were stowed there by a fisherman freshly arrived from a day on the water. Across the hall, two pieces of driftwood have been repurposed as lamps, bookending a large painting of a weathered rowboat set in a gilded frame. These nautical touches are in keeping with the inn’s stunning, coastal Virginia surroundings. Thirteen unique rooms populate the inn, each sporting coastal decor. Bright walls and maritime accents, including framed maps and tiny sailboats, enhance the seaside atmosphere. There’s a full-size refrigerator and microwave for midnight snacking, and, as a homey touch, a welcome basket of cookies and coffee awaits lodgers in each room. White wicker furniture dots the outdoor courtyard, which overlooks a tiny pond adorned with wildlife sculptures. The front-desk staff rents pedal surrey bicycles at no charge, providing out-of-towners a convenient way to see downtown Urbanna and the Rappahannock River area without strapping a webcam to a seagull.

Urbanna, Virginia: Tranquil Coastal Town Rife with History

Urbanna was founded in 1680 as a port town nestled along the Rappahannock River, a tributary that feeds into the Chesapeake Bay. According to legend, Patrick Henry once addressed the townspeople from the steps of a pub on Prince George Street. The tiny waterfront community packs a lot into a half-square-mile package, including a number of restaurants, a historical district, and special events such as the annual Urbanna Oyster Festival. About an hour's drive away, the Jamestown Settlement recreates the historic colony via a living-history museum, costumed characters, and gallery exhibits. Patrons can board replicas of the three English ships that crossed the Atlantic in 1607, explore the re-created James fort, and learn about Pocahontas's high-school crush in a simulated Powhatan village. Relics of the real settlement can be explored in nearby Jamestown, which features excavated ruins of the actual colonial site.

Read the Fine Print for important info on travel dates and other restrictions.

What You Get

Two-night stay for two adults. Up to two kids stay free. Combine two Groupons to extend your stay.

  • $169, valid for arrival Tuesday–Friday (up to a $338 total value)

Book by: 10/5/12
Travel by: 12/10/12

Read the Fine Print for important info on travel dates and other restrictions.


  • Outdoor courtyard
  • Individually decorated rooms with deluxe bedding
  • Full-sized refrigerators
  • Complimentary cookies and coffee
  • Free WiFi
  • Complimentary bike rentals

The Fine Print

  • Must book by 10/5/12 or promotional value expires
  • Must complete travel by 12/10/12
  • Not valid 10/31-11/7
  • Limit 2 per person, may buy 2 additional as gifts
  • Limit 2 per visit
  • Reservation required, subject to availability
  • 48-hour cancellation notice required or fee up to the amount paid for Groupon applies
  • Must be 18 or older to check in
  • Credit card required at booking and check-in
  • 10% tax not included.

Other Details

Room Details

  • King bed or two queen beds
  • Standard occupancy: 2
  • Maximum occupancy: 4
  • Adding occupants above standard: $25 for additional guests 18 or older; additional guests 17 or younger are free.
  • Full-size refrigerators
  • LCD flat-screen TV

Hotel Policies

  • Check in: 3 p.m.
  • Check out: 11 a.m.
  • Parking: free
  • Rollaways: available for an additional $15 fee per day
  • Smoking policy: no smoking inside the property
  • Pet policy: pets are not allowed inside the property.
  • Accessibility: handicap-accessible rooms are not available.
  • Room upgrades: not available

Getting There

  • By plane: about 52 miles from Richmond International Airport (RIC)
  • By car: about 58 miles east of Richmond

Traveler's Tips

  • Visit for information on local dining, shopping, and events

Customer Reviews

189 Ratings

100% Verified Reviews
All reviews are from people who have redeemed deals with this merchant.


N · 26 reviews TOP REVIEWER
Reviewed December 29, 2012
Thanks for a wonderful stay!


N · 26 reviews TOP REVIEWER
Reviewed December 29, 2012
Everything! We loved the surry bikes and took them all over town several times. The inn was fantastic, we loved the games in our hotel room, and Angela was very helpful. We look forward to returning for another visit.


Terry C. ·
Reviewed November 21, 2012
Comfortable, spacious, beautiful room and friendly hosts
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