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Plan Now to Visit our Galena Bed and Breakfast in 2019!

Book Early and Book Often for popular weekends and events at our Galena Bed and BreakfastIt’s hard to believe that not only is 2019 here, but that January is nearing an end. 2018 was a wonderful year of business for us at Jail Hill Inn, and was capped off earlier this month when TripAdvisor’s Traveler Choice Awards were announced.  Jail Hill Inn has been recognized as the winner in the Inns/B&B category of the 2019 TripAdvisor Travelers’ Choice®awards for Hotels, ranking #1 out of 25 in the United States, and #2 in the World! Travelers’ Choice award winners generally reflect remarkable service, value, and quality. In the 3 short years since opening our doors, we have been so honored by a number of designations. Our guests, family, and friends are the most critical part of this exciting award, as we would not be here without you. Thank you for your continued loyalty to Jail Hill Inn!  As we look forward to another successful year making connections with our guests in 2019, we urge you to plan your getaways to Galena well in advance. Book early, and book often!

Plan your Getaways to Galena for 2019

As you consider getaways to the charming and historic town of Galena, keep in mind the Repeat Offender Program offered at Jail Hill Inn. It’s our way of rewarding your loyalty. Visit us at least 6 times and stay in each of our six distinctive and luxurious Book Early and Often at our Galena Bed and Breakfastsuites, and you’ll earn a free two night midweek stay in a suite of choice. We also offer a variety of value-added amenities, including in-room massages, a daily wine and cheese reception, a Tesla charging station, and so much more. Galena hosts a variety of exciting weekend events and activities throughout the year, many of which have proven extremely popular.  Summer and fall weekends are also a popular time to getaway, and often book up well in advance.  As you make your plans to visit Galena in 2019, here are the most popular events and dates to plan around:

  • Galena Bridal Fair, February 16, 2019
  • 11th Annual Big Nut Open, February 23 – 24, 2019
  • Mardi Gras Weekend Celebration, March 1 – 2, 2019
  • Wine Lovers Weekend, March 22 – 23, 2019
  • Ulysses S. Grant’s Birthday Celebration Weekend, April 12 – 14, 2019
  • U.S. Grant Pilgrimage and General Grant’s Homefront Reenactment, April 26 – 28, 2019
  • Ride the Ups and Downs, May 4, 2019
  • Great Galena Balloon Race, June 21 – 23, 2019
  • Corkless in Galena, June 22, 2019
  • Shenandoah Pro Rodeo and Fireworks, July 5 – 6, 2019
  • NW IL Art & Jazz Fest, July 20 – 21, 2019
  • Market House Square Arts Festival – 14th Annual, August 10, 2019
  • Ladies Getaway Weekend, September 6 – 8, 2019
  • Tour of Historic Homes, September 28 – 29, 2019
  • Massbach Stomp, September 28, 2019
  • Galena Cellars Fall Harvest & Art Festival, September 28, 2019
  • Twenty Dirty Hands Studio Tour, October 18 – 20, 2019
  • Galena Balloon Glow, October 25, 2019
  • Annual Nouveau Weekend, November 22- 23, 2019
  • Mistletoe Stroll Holiday House Tour, December 7, 2019
  • Night of the Luminaria and Living Windows, December 14, 2019

We’re so excited for 2019, and would love to share our continued success with you in the year to come. As always, it’s best to book early and to book often, to ensure you get the suite and the dates you desire. Book your room with us today.



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Give The Gift of Jail Hill Inn This Christmas

Give your loved one a very special gift of a stay at Jail Hill Inn .  We offer gift certificates in many amounts.