WaySide Inn

7783 Main Street
Middletown, VA 22645



Wayside Inn has been serving the public since 1797, for over 200 years and more than 10 generations, with choice accommodations, event venues, and dining.

General Information

Accommodations at the Inn includes 22 guest rooms and suites, each decorated with its own unique period theme. Appointments include canopied beds, English, French, and Oriental antiques, brocades, chintzes, silks, and other accoutrements of that of a bygone era.

Dining at the Inn is available year round. We also will provide catering for groups of 15 or more with advanced notice. 

Meetings at the Inn includes full service professionally monitored conference facilities. Affordable, all inclusive packages, can be personally tailored to suit the individual needs of groups.

Weddings and Banquets at the Inn are a dream come true against this historical backdrop coupled with the help of our wedding consultant. You will find planning your event is totally worry free. Entertain up to 350 guests on the terrace, veranda, rose garden and pavilion. Our historic banquet rooms are ideal for bridal teas, rehearsal dinners and receptions.

Images provided by AmericanTowns.com, Ticketmaster
Please use "Flag This Place" to alert us about content that is inappropriate or needs immediate attention. Nothing you submit will be shared with other site visitors.

Upcoming AARP Events

View All AARP Events »

Find information about getting a COVID-19 vaccine in your state. CDC information is available at cdc.gov/coronavirus; additional AARP information and resources are at aarp.org/coronavirus. En español, visite aarp.org/elcoronavirus.

AARP Member Card

Join or Renew Today


  • Immediate access to your member benefits
  • Discounts on travel and everyday savings
  • Subscription to the award-winning AARP The Magazine
  • An ally on the issues that matter most to you in Middletown
  • Free membership for your spouse or partner