Every Saturday from May through September, Cannery Square at 22622 SW Pine fills with produce tents, a bell at nine, and another at one. Two Saturdays a year, it doesn't. This is one of them.
The Sherwood Saturday Market closes for Robin Hood Festival weekend and again for Cruisin' Sherwood three weeks later. That is the small, deliberate fact that tells you how Old Town treats its summer calendar. The festival is not layered on top of Sherwood's normal rhythm. The rhythm steps aside so the festival can use the same six blocks.
The two Saturdays the market gives up
The Sherwood Saturday Market's own vendor agreement is explicit that fees do not include the two dates the market goes dark, because it is closed for Cruisin' Sherwood and for Robin Hood Festival. For residents who use the market as a weekly errand, that means two specific date pairs to remember for 2026:
- July 17–18 — Robin Hood Festival (market closed Saturday July 18)
- August 8 — Cruisin' Sherwood (market closed that Saturday)
Every other Saturday between the second Saturday in May and the last in September, the market runs 9 a.m. to 1 p.m. at Cannery Square. If you have been building your weekend around a bag of berries and a walk to Symposium Coffee, plan around those two Saturdays.
Where the festival actually sits on the map
The Sherwood Robin Hood Festival has been running since 1954 and settles around Sherwood City Hall at 22560 SW Pine. This year runs Friday July 17 from 5 to 10 p.m. and Saturday July 18 from 9 a.m. to 10 p.m., free, under the theme "The People's Choice." The layout is worth knowing before you drive in, because the four blocks of Old Town split into functional zones:
| Zone | Location | What happens there |
|---|---|---|
| Main Stage | SW 1st and SW Pine | Headline acts, evenings |
| Family Stage | Veterans' Memorial Park, SW 1st and SW Main | Knighting Ceremony, kids activities |
| Sherwood Village Stage | Near Attrell's Funeral Chapel at 1st and Main | Traditional and acoustic sets |
| Food Vendor Area | U.S. Bank parking lot, SW 1st and SW Washington | Twelve booths, plus wine and beer garden |
| Beer Garden | Adjacent to Main Stage, run by the Tack Room at Langer's | Adult refreshment |
The Tack Room at Langer's Entertainment Center runs the beer garden, which is worth flagging because Langer's is also the festival's title sponsor and the parade's starting point. If you have lived in Sherwood long enough, you already know that a lot of civic life orbits Langer's. The festival weekend makes that orbit visible.
Saturday's parade rewrites the drive into town
The 2026 Summer Parade steps off at 10 a.m. Saturday July 18. The route starts at Langer's Entertainment Center, turns west onto SW Century Boulevard, then Sherwood Boulevard, and threads Old Town along Pine and First. If your normal Saturday drive uses any of those streets between roughly 9:30 and noon, expect to reroute. If you were planning to bring visitors in from 99W, park east of the route and walk in from Cannery Square.
The parade itself is one of the older continuous Sherwood traditions. It has run every third weekend in July for more than seventy years, which is longer than most current residents have owned their homes.
The archery half of the weekend is the piece most residents forget until it comes up in conversation. The 71st International Archery Tournament runs July 18–19 between Sherwood and Nottingham, England, a genuine sister-city match that has been going since the early 1950s.
That match is why Sherwood's version of the Robin Hood story sits on a different footing than a themed medieval fair. There is an actual scoreboard against Nottingham.
What twenty thousand people means on four blocks
Attendance runs around twenty thousand across the two days, with more than a hundred vendors and roughly a dozen food booths, per the festival's own numbers. Spread across two days and the six-block Old Town core, that is dense but walkable. It is also the reason the Saturday Market cannot physically operate at Cannery Square that weekend. The market's tents and the festival's vendor rows would occupy the same square footage.
For a resident, the practical read is:
- Friday evening 5–10 p.m. is the softer entry. Smaller crowds, most stages active, food ready.
- Saturday morning is parade traffic plus vendor setup. Good for the parade, difficult for errands.
- Saturday evening is the loudest window. Main Stage headliners and the beer garden pull the biggest concentration.
What's still open on Pine
The festival is not a road closure of every storefront. Old Town's anchor businesses stay open and, in most cases, get more foot traffic than any other weekend of their year:
- Symposium Coffee on Pine keeps its Stumptown, Coava, and Smith Tea routine.
- Clancy's, whose original Show and Shine event in the early 1990s grew into Cruisin' Sherwood, serves its usual pub menu.
- Araceli's Cocina hosts one of the Robin Hood Festival's featured live music acts under the Sherwood Village Stage banner.
- Fat Milo's, Sweet Story Bakery, and Hungry Hero Dessert Co all sit within the festival footprint and stay open for walk-in customers.
- Larry Watson Barber on Pine takes walk-ins as usual.
If you want to support Old Town without wading into the main crowd, Friday afternoon before 5 p.m. or Saturday morning between 8 and 9:30 a.m. are the two windows when the streets are dressed for the festival but not yet full.
The rest of the summer clock
The festival weekend is the loudest date on Old Town's summer calendar, but it is bracketed by a familiar sequence of events that a resident can build a whole summer around.
The Old Town Sherwood Summer Art Walk ran Tuesday June 9 from 5 to 8 p.m., stamping maps at six blocks of stops that started at Sherwood Center for the Arts at 22689 SW Pine. It is a semi-annual pattern rather than an annual one, so the fall version is the next chance for residents who missed June.
Three weeks after Robin Hood, Cruisin' Sherwood returns August 8 from 9 a.m. to 4 p.m. The Sherwood Area Chamber runs the 34th annual show this year, with up to 400 classic and custom vehicles lining Old Town's streets. The show shifted from June to August a couple of years back for weather reasons, which is why longtime residents sometimes reach for the wrong month.
Between and after those two anchor weekends, the Saturday Market resumes normal operations at Cannery Square through the last Saturday in September. The Sherwood Cruisers car club, which supplies a lot of the volunteer horsepower for Cruisin', meets the third Wednesday of every month at 6:30 p.m. in the Langer's community room at 21650 Lander Farms Parkway.
The through-line worth remembering
Old Town Sherwood runs its summer on a shared calendar. The market gives up two Saturdays a year so the festival and the car show can use its physical space. The Chamber, the Robin Hood Festival Association, the Sherwood Center for the Arts, and Langer's each own a specific weekend and coordinate around each other rather than competing for the same crowd. That is unusual for a small town, and it is the reason Old Town still functions as a walkable, six-block core rather than a scattered strip.
It is also the reason houses within walking distance of Cannery Square tend to hold a particular kind of buyer interest. The neighborhood is not just close to events. It is close to a coordinated event calendar that residents already know how to use.
If you are thinking about what a home near Old Town Sherwood is actually worth in a market where walkability to a working civic core is increasingly rare, the team at Eleete Real Estate can put current comparable sales and absorption data behind that question. Request a complimentary market valuation and we will send back a Sherwood-specific read on your street.