Wayside 5k

The Wayside Inn is a nonprofit charitable Massachusetts corporation created in 1944 to own, operate, and maintain The Wayside Inn Historic Site, a campus of nine historic buildings on more than 100 acres. Its mission promotes early American humanities through hospitality, education, and programming, and continues an innkeeping tradition dating back to 1716. The site provides an opportunity for visitors from near and far to gather, engage, and find meaning, relevance, and inspiration through a place-based exploration of history.

While private property, The Wayside Inn Historic Site is free to access and enjoy and is maintained by The Wayside Inn Foundation through hospitality revenue and generous support from visitors like you.

It’s a family friendly event: Runners, Skippers and Dancers - all are welcome! If you are rolling with a stroller, we just ask that you start at the back of the pack and keep an eye out for any speedy feet as you race along. Safety first, fun always!

Bathrooms: Portable Bathrooms will be onsite.

While we LOVE dogs, they are not permitted at this event.

*If you missed signing up online for this event, you can sign up day of. Please bring either cash or check for the registration fee of $35.00. We will try to have venmo available as well.

Arrive early to pick up your race bib and packet the morning of the race at the Martha Mary Chapel

Located at both the Martha Mary Chapel and the field adjacent to Dutton Road.

1. What time does the race start?
• The race check in starts at 7:00am, race starts at 8:00 AM.
2. Can I register on the day of the race?
• Yes, but it is encouraged to register early online to save time and ensure availability.
3. Are there age group categories?
• There are only two age categories, Youth (under 18) and Adult (19 and older).
4. Is there a race day check-in?
• Yes, race day check-in will be available from 7:00 AM to 7:45 AM near the start/finish line area.
5. Will there be water stations?
• Yes, water stations will be located along the course, and we will provide water.
6. Can I bring my pet?
• For safety and comfort, pets are not allowed on the racecourse. Service animals are welcome.
7. Is the race timed?
• Yes, the race will be officially timed, and results will be posted at [location or website] after the event.
8. Are strollers allowed?
• Strollers are allowed but please line up at the back of the starting area to ensure everyone’s safety.
9. Can I run with headphones?
• Yes, but we recommend keeping the volume low to hear any important announcements or course changes.
10. What happens if I need medical assistance during the race?
• First Aid station will be located at the Start/Finish line. If you need help, please approach a volunteer or contact a race official.
11. What are the course cut-off times?
• There will be a cut-off time of 9:30am for finishing. Any participants who are not able to finish by then will be asked to leave the course for safety reasons.
12. Are there prizes for winners?
• Yes! There will be awards given to the top two adult males and top two adult females, and top youth male and top youth female.
13. Will the race take place if it rains?
• The race will take place rain or shine unless there are severe weather conditions such as lightning. In the event of cancellation, updates will be shared on our website and social media.
14. Is there a post-race celebration or food?
• We will have some snacks and refreshments and also please plan to join us at Apple Fest 10am-2pm at the Wayside Inn
20. Where can I find my race results?
• Race results will be posted online at "coming soon" after the race.