This weekend, you can sprint in high heels and ride a bike while dressed in your finest tweed. It also happens to be a fine time of year for trail running, and there’s an event on Saturday in Westbrook that runners – particularly runners with dogs – will want to check out.

For the weekend of Oct. 19-21, 2018:

Run the Ridge Trail Race

9 a.m. Saturday, Oct. 20. Sunset Ridge, Westbrook. $25 in advance, $30 race day.
Run the trails at Sunset Ridge amid stunning fall colors! Choose from a 5K, 10K, or a K9 5K (where you can run with your dog). The course follows trail and mowed path – with a few challenging spots. Afterward, enjoy post-race snacks. Proceeds benefit Discover Downtown Westbrook.

Ruck for Our Fallen

Noon to 6 p.m. Saturday, Oct. 20. Ogunquit Beach. $25-$75 depending on level.
The Ruck for our Fallen is a military-style ruck event which will take place on Ogunquit Beach. This event is to honor ALL of Maine’s Fallen Heroes and give their families a unique bonding experience. There are three fitness level options – Slick, Tactical, and Heavy. Slick is a 5K walk with no weight and some pushups/situps at the end. Tactical includes 10 pounds of weight and 20 pushups and situps. Heavy requires 20 pounds of weight plus 30 pushups, 30 sit-ups, 5 chin-ups, tire flip & sandbag drag. Compete as an individual or a team. The event is part of OgunquitFest, which runs all weekend and includes crafters and vendors, an autumn bazaar, whoopie pie eating contest, wine tasting, river rally, and the High Heel Dash.

High Heel Dash

2:30-3:30 p.m. Sunday, Oct 21. Perkins Cove, Ogunquit. $20 entry fee, $10 for kids 12 and under.
High heels don’t make for the best running footwear, but in this case, you should make an exception. The High Heel Dash is a short sprint around Perkins Cove – no easy feat in footwear like that. Costumes are encourages and there will be prizes for speed, best costuming and the highest heel to complete the dash. Benefits the Frannie Peabody Center.

Tweed Ride

2 p.m. Sunday. Meet at Monument Square, Portland. Free.
It’s the most dapper bike ride of the year! The annual Tweed Ride is an easy-going ride around Portland that includes a stop in Deering Oaks for scenic fall photos. All levels of riders are welcome, and you’re encouraged to dress in your old-timey finest.

Wicked 5k

10:30 a.m. Sunday, Oct. 21. The Nonantum Resort, Kennebunkport. $25 in advance, $29 day of.
A costumed 5K along the streets of Kennebunkport. It’s a fun fall run past laws covered in falls leaves and decorated for Halloween. A hardy, carb-filled pancake breakfast will be provided for 5k participants following the race. Costumes not required, come on!

More events in the Fit Maine calendar