For ten days ending August 9, blueberries ran the show in Wilmington. The Deerfield Valley Blueberry Festival stretched from Jacksonville and Whitingham through Dover and into town, and Boyd Family Farm on East Dover Road kept its pick-your-own fields open daily, gates painted blue for the photos, fields full of people who came from three counties over just for this one crop.
Then August 9 came and went, and the festival packed up. The flea market tables were still out on Route 9. The picnic dock at Fairview Avenue still had a line for the water. Dot's still had a wait for eggs.
The Wilmington Antique & Flea Market
The Wilmington Antique & Flea Market has run on the same ten-acre lot at 236 VT Route 9 every Saturday and Sunday since 1983, plus the Monday holidays that give people a reason to stay an extra day: Memorial Day, Labor Day, Columbus Day. That means the market has been setting up folding tables of glassware, furniture, and produce for more than four decades. It opens mid-May and doesn't close until mid-October, so as of this week it still has roughly two more months to go, long after this year's blueberries are picked over.
Admission and parking are free, there's a food concession on site, and part of the appeal is that it's simply there, weekend after weekend, whether or not anything else is happening in town.
Saturday music on the mountain patio
The Grand Summit Hotel runs a free Saturday night concert series on its mountain-view patio from June 20 through October 10 this year, six to nine in the evening, local musicians on rotation. The dates overlap the Blueberry Festival, but the series started about six weeks before the festival opened and keeps going for another two months after it closed. It isn't built around any single event on the valley calendar. It's just what Saturday night sounds like here from June through the first weeks of foliage season, festival or no festival.
The summer village stroll
Downtown, Wilmington Works has been hosting a summer village stroll for over ten years, according to the nonprofit's own executive director, with this year's fairy-themed version drawing families to Reardon's Crossing for craft stations, flower crowns, and a scavenger hunt for fairy figurines tucked into the actual shop windows along Main Street. It's a two-hour evening, and it happened back in July, ahead of this year's Blueberry Festival. The stroll used familiar downtown places, including the bridge everyone crosses to get to the trail, for one night of dress-up.
A Wilmington weekend, current as of August 2026
| When | What | Where |
|---|---|---|
| Saturday, 9 a.m.–4 p.m. | Wilmington Antique & Flea Market | 236 VT Route 9 |
| Saturday, 6–9 p.m. | Free live music on the mountain patio | Grand Summit Hotel |
| Saturday or Sunday, any time | Riverwalk from Reardon's Crossing | Downtown, west edge of the village |
| Sunday, 9 a.m.–4 p.m. | Wilmington Antique & Flea Market | 236 VT Route 9 |
| Anytime | Breakfast at the counter | Dot's Restaurant |
The walk that actually explains the water level
Start at Reardon's Crossing, the footbridge over the Deerfield River at the west edge of the village, and the Riverwalk takes you past the old Vermont Barnboard factory, now renovated into the local transit system's garage and headquarters, with interpretive panels on the building's history along the way. Loop back to the village and it's a half-mile round trip. Keep going and it connects to the Hoot, Toot and Whistle Trail, a flat two-mile stretch along the North Branch of the Deerfield River that ends at the boat launch and swimming area on Harriman Reservoir, with a return via Fairview Avenue that makes the whole loop four miles, according to the town's own trail guide.
The reservoir at the end of that walk, also called Lake Whitingham, is 2,184 acres and roughly eight miles long, the largest body of water entirely inside Vermont's borders. That scale matters more than it sounds like it should. A Brattleboro Reformer photo from August 4 showed water still slowly receding after a heavy rainstorm the week before, but a reservoir this large barely registers a single storm. The surface has been reading around 66 degrees this week, comfortable enough for a swim off the Fairview Avenue dock or Ward's Cove without much thought about what the weather did a few days earlier. That's the advantage of an eight-mile-long lake over a small pond: the water level and the water temperature both move slowly enough that one wet week doesn't cancel a summer plan.
Dot's Restaurant
Dot's Restaurant was mostly destroyed in the 2011 flood, and owners John and Patty Reagan rebuilt it. It's the kind of place local lore credits with drawing nearly every Vermont governor in for a photo opp at some point. That's not a coincidence. It's what happens when a diner becomes the room a town actually meets in, festival schedule or not.
Weekend options beyond the festival
The Blueberry Festival draws people from Jacksonville to Dover for ten days. Beyond the festival dates, a Wilmington weekend can include the flea market on Route 9, Saturday-night music on the patio, a walk on the Riverwalk, and a meal at Dot's Restaurant.
We spend a lot of time paying attention to this kind of thing at Southern Vermont Realty Group, because it's part of what makes a Deerfield Valley address feel different from an address anywhere else. If you're curious what a Wilmington property is worth in a market with this much going on around it, we're glad to walk you through it. Get a Home Valuation.
