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The Winchester Guest House is now reserving our property primarily as a family reunion and conference/retreat property for groups of 10 to 44 people.

Please visit the Winchester Guest House Reunion House site at for a detailed review the property and to make your group reservation inquiries.

We may accept single room reservations within 1 week of your arrival date - call us at 765-584-3015 for details.

Thank you and we look forward to serving your reunion and conference/event needs!

Featuring nearly six park-like acres, an indoor pool and spa, free high speed wireless internet (WIFI), theatre, billiard room, spa services including massage, free snacks and soft drinks, free DVD movies and a full hot breakfast served at your dining table. Voted best place to stay in Randolph county 4 years in a row. Stay once, and like our guests the Johnson's of Shirley Indiana - you too will be saying "This place is awesome! - Goodbye hotels"!

The perfect location for your next:

  • Romantic Getaway
  • Business Trip
  • Family Visit
  • Extended Stay
  • Couples Retreat
  • Small Corporate Retreat
  • Executive Conference
  • Family Reunion
  • Scrapbooking Retreat
  • Golf Retreat
  • Spiritual Retreat
  • Church Leadership Retreat
  • Anniversary Getaway
  • Birthday Getaway

Our Indiana Bed and Breakfast Resort situated on nearly six park-like acres is great for business travelers, extended stays, and group events. The Inn is perfectly sized for small group events as well as for intimate romantic getaways. We feature just eight beautiful suites & guest rooms yet the Inn itself has nearly 8000 square feet of space. Our Bed and Breakfast resort features facilities and amenities usually found only in luxury hotels including:

  • Indoor Pool
  • Spa/Hot Tub
  • Theatre Area with 10' screen
  • Full Hot Breakfast served to you at your dining table
  • Billiard Room
  • Table Shuffleboard
  • Fireplace Suites
  • Large Family Suites sleeping 5 to 9 persons
  • Conference Room With a View
  • High Speed Wireless Internet (complimentary)
  • HD Plasma Monitor in Conference Room
  • Available Spa Services including Massage and Facials
  • Living Room with Leather Seating & Gas Fireplace
  • Formal Dining Room
  • Available Turn Down Service
  • Concierge Service
  • Complimentary Full Hot Breakfast
  • Complimentary Soft Drinks & Snacks
  • Complimentary DVD Movies
  • Catered Meals for conference/retreat groups
  • Special Touches to Make Your Stay Even More Memorable

We feature 6 acres of park-like grounds for strolling, relaxing, and playing. On the property you will find:

  • Volleyball
  • Badminton
  • Hammock
  • Horseshoe toss
  • Swing for Two under the Maple Tree
  • Lighted Patio Area with Seating for up to 18
  • Field large enough for the team sport of your choice

Within 2 to 5 minutes you will find:

  • Award Winning 27 Hole Golf Course
  • Corporate Teambuilding Facility (Ropes Course)
  • High Bank Motor Speedway
  • Tennis Courts
  • Drive-In Movie Theatre
  • Cinema Cafe (Theatre with a meal at the movies)
  • Antique Shopping
  • Family Dining

In town on business or visiting relatives or friends in the area? Why stay at a hotel on a busy highway when you can be treated like family at the secluded Winchester Guest House? The Winchester Guest House is your private country retreat located just 1.5 miles south of the courthouse on Old Highway 27 in Winchester.

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