3 Best Pumpkin Patches To Pick Your Own Pumpkin in Vermont
Jump to: 1. Winslow Farms 2. Red Barn Gardens 3. Valley Dream Farm
The 3 best places to pick your own pumpkin in Vermont are Winslow Farms, Red Barn Gardens and Valley Dream Farm — farms tagged for true u-pick, where you cut a pumpkin straight from the vine instead of choosing from a pile by the barn. Below, each gets a closer look — what it offers, how it's rated, and how to get there — followed by answers to the questions we hear most about visiting. See every pumpkin patch we track in Vermont, or browse u-pick farms in every state on our U-Pick Pumpkin Patches near me page.
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Winslow Farms
Winslow Farms in Pittsford takes the top spot, rated 4.9 out of 5 from 49 reviews. Visitors come here for u-pick pumpkins and cider and donuts.
506 US-7, 05763
U-pick pumpkinsCider and donutsWinslow Farms is ranked #1 on this list, located at 506 US-7, Pittsford, VT, 05763. It carries a 4.9-out-of-5 rating on Google from 49 reviews, which puts it among the more established pumpkin patches we track near Pittsford. Beyond the pumpkin field itself, it's tagged for u-pick pumpkins and cider and donuts, so there's usually more to a visit than just picking a pumpkin and heading home.
Google hasn't surfaced a set of recurring review themes for Winslow Farms yet, so there isn't a themed summary of what visitors say to pass along here — the star rating and review count above remain the clearest public signal until more detail comes in. In the farm's own words: "Farm offering a variety of pumpkins, including pick-your-own, plus cider and other produce." Winslow Farms is one of the farms we track with a u-pick pumpkin patch, which typically means true u-pick means walking into a growing field and cutting a pumpkin off the vine yourself. it is the version of the experience most people picture, and it is worth checking for specifically — a great many farms advertis…
Hours aren't listed for Winslow Farms in our data. Most pumpkin patches run daily or weekends-only from mid-September through the first days of November, but the surest way to know is to call ahead or check the farm's website before you drive out. Admission pricing isn't listed for Winslow Farms either — pumpkin patches generally charge one of three ways (free entry with pumpkins priced individually or by weight, a flat gate admission bundling attractions, or a per-attraction wristband system), so it's worth asking which applies here before you go. Payment methods aren't listed, and a meaningful share of family-run patches are cash-only for field admission and wagon rides even when the farm store takes cards — bringing some cash as backup avoids an awkward trip back to the car at the gate.
Like most working farms, the exact open and close dates for Winslow Farms can shift year to year with weather and how the pumpkin crop comes in, even though the general window is fairly predictable. If you're planning a special trip, a weekday morning is consistently the quietest time to go, with shorter waits for wagon rides and easier parking than a weekend afternoon. Wear shoes you don't mind getting muddy — pumpkin fields are working farmland rather than paved lots, and they get soft fast after rain — and call ahead if it's rained heavily in the last day or two, since field access and hayrides are usually the first things a farm closes when the ground is saturated. Layers help too: fall mornings can start cold and warm up quickly once the sun is over an open field.
Winslow Farms sits, near Pittsford, VT, with parking typically in a grass field rather than a paved lot — allow a few extra minutes on busy weekends for staff or volunteers to direct traffic, and if you're navigating by GPS rather than the link on this page, search the farm name directly rather than just the street address, since rural addresses sometimes route to the wrong gate. See the full profile — hours table, rating breakdown, review themes, FAQ and a map you can route from — on Winslow Farms's listing page, or tap Directions below to head straight there.
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Red Barn Gardens
Red Barn Gardens, out in Williston, is next up, rated 4.9 out of 5 from 48 reviews. Visitors come here for u-pick pumpkins.
8939 Williston Rd, 05495
U-pick pumpkinsRed Barn Gardens is ranked #2 on this list, located at 8939 Williston Rd, Williston, VT, 05495. It carries a 4.9-out-of-5 rating on Google from 48 reviews, which puts it among the more established pumpkin patches we track near Williston. Beyond the pumpkin field itself, it's tagged for u-pick pumpkins, so there's usually more to a visit than just picking a pumpkin and heading home.
Google hasn't surfaced a set of recurring review themes for Red Barn Gardens yet, so there isn't a themed summary of what visitors say to pass along here — the star rating and review count above remain the clearest public signal until more detail comes in. In the farm's own words: "Venue with a greenhouse setting for DIY weddings and baby showers and pick-your-own flowers, plus a pumpkin patch and outdoor lawn games." Red Barn Gardens is one of the farms we track with a u-pick pumpkin patch, which typically means true u-pick means walking into a growing field and cutting a pumpkin off the vine yourself. it is the version of the experience most people picture, and it is worth checking for specifically — a great many farms advertis…
Based on its public listing, Red Barn Gardens is typically open Monday 10AM-5PM, Tuesday 10AM-5PM, Wednesday 10AM-5PM, Thursday 10AM-5PM, Friday 10AM-5PM, Saturday 10AM-5PM, Sunday 10AM-5PM. Pumpkin patch hours shift often during the season — expect longer hours the two or three weekends around mid-October and shorter, sometimes weekend-only hours toward either end of the season — so treat this as a strong starting point rather than a guarantee. Admission pricing isn't listed for Red Barn Gardens either — pumpkin patches generally charge one of three ways (free entry with pumpkins priced individually or by weight, a flat gate admission bundling attractions, or a per-attraction wristband system), so it's worth asking which applies here before you go. It accepts credit cards and debit cards, though it's still smart to carry some cash — field admission and wagon rides at farms like this are sometimes handled separately from the main store.
Like most working farms, the exact open and close dates for Red Barn Gardens can shift year to year with weather and how the pumpkin crop comes in, even though the general window is fairly predictable. If you're planning a special trip, a weekday morning is consistently the quietest time to go, with shorter waits for wagon rides and easier parking than a weekend afternoon. Wear shoes you don't mind getting muddy — pumpkin fields are working farmland rather than paved lots, and they get soft fast after rain — and call ahead if it's rained heavily in the last day or two, since field access and hayrides are usually the first things a farm closes when the ground is saturated. Layers help too: fall mornings can start cold and warm up quickly once the sun is over an open field.
Red Barn Gardens sits in Williston North County, near Williston, VT, with parking typically in a grass field rather than a paved lot — allow a few extra minutes on busy weekends for staff or volunteers to direct traffic, and if you're navigating by GPS rather than the link on this page, search the farm name directly rather than just the street address, since rural addresses sometimes route to the wrong gate. See the full profile — hours table, rating breakdown, review themes, FAQ and a map you can route from — on Red Barn Gardens's listing page, or tap Directions below to head straight there.
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Valley Dream Farm
Valley Dream Farm near Cambridge rounds out this stretch of the list, rated 4.9 out of 5 from 37 reviews. Visitors come here for u-pick pumpkins.
5901 Pleasant Valley Rd, 05444
U-pick pumpkinsValley Dream Farm is ranked #3 on this list, located at 5901 Pleasant Valley Rd, Cambridge, VT, 05444. It carries a 4.9-out-of-5 rating on Google from 37 reviews, which puts it among the more established pumpkin patches we track near Cambridge. Beyond the pumpkin field itself, it's tagged for u-pick pumpkins, so there's usually more to a visit than just picking a pumpkin and heading home.
Google hasn't surfaced a set of recurring review themes for Valley Dream Farm yet, so there isn't a themed summary of what visitors say to pass along here — the star rating and review count above remain the clearest public signal until more detail comes in. Valley Dream Farm is one of the farms we track with a u-pick pumpkin patch, which typically means true u-pick means walking into a growing field and cutting a pumpkin off the vine yourself. it is the version of the experience most people picture, and it is worth checking for specifically — a great many farms advertis…
Based on its public listing, Valley Dream Farm is typically open Wednesday 12-6PM, Thursday 12-6PM, Friday 12-6PM, Saturday 12-6PM, Sunday 12-6PM. Pumpkin patch hours shift often during the season — expect longer hours the two or three weekends around mid-October and shorter, sometimes weekend-only hours toward either end of the season — so treat this as a strong starting point rather than a guarantee. Admission pricing isn't listed for Valley Dream Farm either — pumpkin patches generally charge one of three ways (free entry with pumpkins priced individually or by weight, a flat gate admission bundling attractions, or a per-attraction wristband system), so it's worth asking which applies here before you go. Payment methods aren't listed, and a meaningful share of family-run patches are cash-only for field admission and wagon rides even when the farm store takes cards — bringing some cash as backup avoids an awkward trip back to the car at the gate.
Like most working farms, the exact open and close dates for Valley Dream Farm can shift year to year with weather and how the pumpkin crop comes in, even though the general window is fairly predictable. If you're planning a special trip, a weekday morning is consistently the quietest time to go, with shorter waits for wagon rides and easier parking than a weekend afternoon. Wear shoes you don't mind getting muddy — pumpkin fields are working farmland rather than paved lots, and they get soft fast after rain — and call ahead if it's rained heavily in the last day or two, since field access and hayrides are usually the first things a farm closes when the ground is saturated. Layers help too: fall mornings can start cold and warm up quickly once the sun is over an open field.
Valley Dream Farm sits, near Cambridge, VT, with parking typically in a grass field rather than a paved lot — allow a few extra minutes on busy weekends for staff or volunteers to direct traffic, and if you're navigating by GPS rather than the link on this page, search the farm name directly rather than just the street address, since rural addresses sometimes route to the wrong gate. See the full profile — hours table, rating breakdown, review themes, FAQ and a map you can route from — on Valley Dream Farm's listing page, or tap Directions below to head straight there.
Conclusion
Winslow Farms is our top pick for picking your own pumpkin in Vermont, rated 4.9 out of 5, with Red Barn Gardens and Valley Dream Farm rounding out the list. Ratings and review counts reflect public data at the time of writing and can change, and hours, admission and what's actually running on a given day can vary week to week during the season — always confirm with the farm directly, and ask specifically whether the field is still open for cutting, before you drive out. For more options, see every pumpkin patch we track in Vermont or browse u-pick pumpkin patches near you.
Frequently asked questions
What is the best pumpkin patch to pick your own pumpkin in Vermont?
Based on rating and review volume, Winslow Farms ranks first among the u-pick pumpkin patches we track in Vermont, with a 4.9-out-of-5 rating. See the full breakdown above, or its <a href="/vermont/pittsford/winslow-farms/">full listing</a> for hours and directions.
What does "u-pick" actually mean at a pumpkin patch?
True u-pick means walking into a growing field and cutting a pumpkin off the vine yourself, rather than choosing from a pile of pumpkins trucked in and arranged near the barn. Both are common — if cutting from the vine matters to you, call ahead and ask whether the field is still open, especially late in the season.
When is u-pick season in Vermont?
Most u-pick fields open alongside the rest of the pumpkin season, roughly mid-to-late September through the first days of November, and smaller growers can pick out and switch to a pre-picked pile before the season officially ends. Check the listings above or call ahead to confirm the field is still open.
What should I bring to pick my own pumpkin?
Gloves and, ideally, your own shears — pumpkin vines are prickly, and a cleanly cut stem two to four inches long keeps a pumpkin fresh far longer than one twisted off by hand. Wear shoes you don't mind getting muddy, since fields are working farmland, not paved lots.
Are these u-pick patches good for young kids?
It depends on the farm and how far the field is from parking. Check the individual listing pages above for feature tags like a petting zoo or kids' play area, and call ahead if you're planning around young children or strollers.