A Tuesday letter from the Pioneer Valley

October
November is up: CiderDays, craft fairs, Veterans Day and Thanksgiving weekend.November in the Valley →

· October 1 to 31, 2026 ·

October Around the Valley

0 things still on this month, through Halloween night, which is a Saturday this year.

How we check

Every date and hour is read off the venue’s own website, never a listings site. A few small venues post October only on Facebook; those say so. Where a venue does not publish its hours, we show that rather than guess.

The Monday holiday

Monday Oct 12

A three-day weekend. The maze, Silver Bell, Echo Hill and Pine Hill all publish hours for the Monday.

Halloween

Saturday Oct 31

On a Saturday for the first time since 2020, which puts the whole month's weight on the last weekend.

· Start here ·

Pick where, when and what. What is on in the Pioneer Valley in October 2026, hour by hour.

Where
Showing the whole Pioneer Valley.
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When
What

0 things across the Valley this month, before you narrow anything down.

October is over. See you next year.

We do this every week.

This guide is one month's worth of checking. The letter is every Tuesday: what is on in the Valley, checked the same way, free.

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· Then decide ·

Build your own October, or pick a plan.

Nothing matches all of those.

Apples and pumpkins

19 valley farms pick apples and 9 pick pumpkins. Every one is checked against the farm's own site rather than a listings directory, 12 of them this season. 5 publish no picking hours anywhere, and this page says so rather than printing a time nobody posted.

FarmTownPickingHours
Bear Swamp OrchardAshfieldapplesThe farm publishes no picking hours
Pine Hill OrchardsColrainapplesPYO apples Thursday, Friday, Saturday, Sunday and holiday Mondays, 10am to 5pm. Labor Day weekend through the October holiday weekendchecked 2026-09-18
Apex OrchardsShelburneapples, pumpkinsPYO apples Thursday to Sunday; pre-picked fruit daily 9am to 5pmchecked 2026-09-18
Mike's Maze at Warner FarmSunderlandpumpkinsFridays 11am to 5pm. Saturdays, Sundays and the Monday holiday 9am to 5pm. Wagon rides and face painting are not available on Fridaychecked 2026-09-18
Quonquont FarmWhatelyapplesTuesday to Sunday 9am to 4pm, finish picking by 3:30; open the Monday holiday. PYO apples late August to mid-to-late October; store early July to mid-to-late Octoberchecked 2026-10-06
Cook's Farm OrchardBrimfieldapplesWeekdays and weekends 10am to 5pm, seasonally. Opens Labor Day weekendchecked 2026-09-18
Jameson's High Meadow FarmChesterapplesThe farm publishes no picking hours
Echo Hill Orchards & WineryMonsonapples, pumpkinsPYO through October 12: Thursday 12pm to 5pm, Friday 12pm to 6pm, Saturday and Sunday 10am to 6pm, the Monday holiday 10am to 5pm. Thursday to Sunday through October 25, then weekends through November 8; later hours not posted yetchecked 2026-10-06
Kosinski Farms and FarmstandWestfieldapplesTuesday to Saturday 8am to 6pm; Sunday 8am to 5pm (April 15 through season)
Fern Valley FarmsWilbrahamapplesSaturday and Sunday, 10am to 6:30pm during apple season
Austin Brothers Valley FarmBelchertownpumpkinsPYO pumpkins weekends only. Saturday 11am to dusk (about 6pm), Sunday 11am to 5pmchecked 2026-09-18
Phoenix Fruit FarmBelchertownapples10am to 2pm during apple season
Park Hill OrchardEasthamptonapplesFarm open seven days, 10am to 6pm. Apple picking is published separately as a weekend offering and the site gives no PYO hourschecked 2026-09-18
Red Fire FarmGranbyapples, pumpkinssame as store hours; check farm Facebook before coming
Sapowsky FarmsGranbypumpkinsThe farm publishes no picking hours
Kielbasa OrchardsHadleyapplesSaturdays and Sundays, 9am to 5pm during apple season
McCray's FarmSouth HadleypumpkinsFarm open 7 days, 9am to 8pm. Hayrides 10am to 5pm every day, out to the pumpkin patchchecked 2026-10-06
Olesiuk FarmSouth HadleyapplesThe farm publishes no picking hours
Fletcher FarmSouthamptonpumpkinsFarm open 7 days, 9am to 6pm, April through December. The farm does not publish pumpkin-patch hourschecked 2026-09-18
Roundhill OrchardsSouthamptonapplesThe farm publishes no picking hours
Outlook FarmWesthamptonapplesPick your own apples every day, 10am to 4pmchecked 2026-09-18
Easy Pickin's OrchardEnfield, CTapples, pumpkinsMonday, Wednesday, Thursday 9am to noon; Friday to Sunday 9am to 5pm; closed Tuesdays
Clark Farms at Bushy Hill OrchardGranby, CTapplesPYO Saturday and Sunday 10am to 4pm
Ragged Hill OrchardWest BrookfieldapplesOpen 7 days a week, 9am to 5pm for PYO apples, now through mid-Octoberchecked 2026-09-18

Every pick-your-own farm, including what is out of season

Halloween

Most Valley towns have not set trick-or-treat hours yet. They go up through the second half of October, most often on the town's own page or its police department's. We will list them here once they are published, and we will not guess.

What we are still chasing

Built through the month rather than published finished. These are the gaps we know about.

  • The Paper City Food Festival and the Great Holyoke Brick Race

    Both ran on the holiday weekend last year. Neither has a 2026 date posted where we can read it.

  • Halloween at the Springfield Museums

    Trick-or-treating in the galleries ran on October 25 last year. No 2026 date posted yet.

  • The Great River Ride, Westfield, October 11

    Only a cycling-calendar listing has it. We could not find the ride's own page to read the date, start time and routes from.

  • Halloween parties at bars and clubs

    Each one was posted on Facebook by the DJ, the band or a person, not the venue. Under our rule the venue has to confirm.

  • Trick-or-treat hours by town

    Towns have not set them yet. They go up through the second half of October, and we will not print last year's.

  • Greenfield's downtown trick-or-treat and Rag Shag, and Easthampton's Rag Shag

    Both towns still show last year's details. Easthampton lists this year's date as to be decided.

  • The Deerfield police Halloween hayride

    No 2026 date anywhere yet.

  • Amherst's Halloween Spooktacular, the Wilbraham Children's Museum trunk or treat, and the UMass Wicked sing-along

    The listings going around for all three are last year's. Amherst's rule of the last Sunday in October points to the 25th, but the town has not posted it. The museum's page is locked, and the Fine Arts Center page is from the 2025 season.

  • The Florence Rag Shag, the Halloweenie trunk or treat in Whately, and Grimm Tales at the Inn on Boltwood

    Florence's schedule still carries last year's weekday. The Whately event page cannot be read without a login. The Inn says its murder mystery dinner moved to October with dates to come.

  • Four Shutesbury library programs, Worthington's makerspace afternoon, Liston's Flannel Festival, a Davis Bates show in Rowe, and the psychic dinner at the Whately Inn

    Shutesbury's library site refuses every request we make. The others appear only on aggregators, on the performer's own site, or on a ticket page, never on the host's.

  • Flashlight Night at Hicks Family Farm

    The farm's page says Saturday October 2. In 2026 that date is a Friday, so the day is wrong somewhere.

  • The Apex Orchards Fall Festival, Barn Fest in Hadley, and Halloween at Lost Towns Brewing

    Each is posted only by a vendor, an aggregator or Facebook, not by the venue itself.

  • Sinister Saw in Chester, trick-or-treat at the Children's Museum at Holyoke, and the Austin Brothers maze

    Each ran last year. None has posted a 2026 date or price yet.

  • Five Halloween parties posted only on Facebook

    Smitty's in Greenfield (posted by the DJ), the Emotion dance party in Ludlow (posted by the band), El Cid's Halloween Havoc in Ludlow, a Longmeadow trunk or treat, and an Easthampton house party were each posted by a person or the act rather than the venue.

  • The seance at the Wheeler Mansion, and the holiday weekend at Village Green in Brimfield

    The seance's date shows only in a medium's feed, with no price or end time on any organiser's page. Village Green lists the weekend's activities but no hours, and does not say it is open beyond campers and registered visitors.

  • Foliage peak timing and where to drive

    Wanted this to be a measured claim rather than a vibe. Nothing verified yet.

Just after the month ends: Franklin County CiderDays runs November 6 to 8 across Franklin County. Everyone assumes it is an October weekend. It is not. Its tastings, orchard tours and workshops are in November in the Valley.

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