Apple Picking Destinations in Berkshire County

By Breanna SteeleiBerkshires Staff
10:00AM / Saturday, October 11, 2025Print Story | Email Story

It's apple season! Here are some great locations to spend your day picking your own apples to enjoy the crisp taste or bake into your favorite dishes.

Most apple picking is through October, so get yours while you can. Bring your family and friends and spend a day enjoying the Berkshires and their local farms, while learning about where apples come from and be how they grow.

Lakeview Orchard

94 Old Cheshire Rd., Lanesborough

Open: Thursday through Monday from 9 a.m. to 5 p.m.

With over 4,500 fruit trees it's not hard to pick the apple or other fruit that is perfect for you. Guests also have the option to get already picked fruit. More information here.

Jaeschke’s Orchard

23 Gould Rd. Adams

Open: Daily from 9 to 5 p.m.

This 55 acre orchard grows 33 varieties of apples to choose from. You can also enjoy a delicious apple cider donut with a cup of apple cider. More information here.

Hilltop Orchards

508 Canaan Rd, Richmond

Open: Daily from 9 to 5 and until 6 on Friday and Saturday.

This orchard has been providing apples for over a century. It grows 27 different varieties of the popular fruit and has an on-site cidery where you can enjoy cider and wine tasting. The farm is 187 acres where you are guaranteed to pick the apples that are right for you. More information here.

Bartlett’s Orchard

575 Swamp Rd., Richmond

Open: Monday through Friday from 7 to 5; Saturday and Sunday from 8 to 5

For 75 years generations of the Bartlett family have been growing delicious apples for people to come and pick for a good snack, apple pie, or other dishes. More information here.

Sandisfield Orchard

101 New Hartford Rd. Sandisfield

Open: Friday thru Sunday from 8 to 5

Sandisfield Orchard has 12 varieties of apples to choose from on their farm with great views. You can bring the family to pick apples and other fruits as well as enjoy their newly opened cafe. More information here.

Windy Hill Farm

686 Stockbridge Rd., Great Barrington

Open: Daily from 9 to 5

Enjoy the scenic seven acre farm while picking from 25 varieties of apples and blueberries for an extra snack. More information here.

Tags: Apple, Orchards, pick-your-own,

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Pittsfield Council Revisiting DEI Office Rename

By Brittany PolitoiBerkshires Staff
04:11PM / Tuesday, October 13, 2026

PITTSFIELD, Mass. — The conversation about the DEI office renaming that was halted by a charter objection will resume on Tuesday.

The City Council will discuss a request from Mayor Peter Marchetti to rename the Office of Diversity, Equity, and Inclusion.

It proposes to rename the DEI office to the Office of Equity, Access, and Opportunity and merge the Human Rights Commission and Affirmative Action Committee into an Equity, Access and Opportunity Commission.

The Ordinance and Rules Subcommittee supported the changes in August, and in September, Ward 2 Councilor Cameron Cunningham delayed the vote with a charter objection.

Pittsfield's City Code prohibits charter states that "if a single member present objects to the taking of the vote, the vote shall be postponed until the next meeting of the city council." It also stipulates that at least four members must object if it is an emergency measure.

Cunningham also submitted a petition, which was referred to O&R under Rule 27, to replace the DEI Office and the Human Rights Commission with an equity, access, and opportunity coordinator in the Department of Community Development, with formal complaints and Equal Employment Opportunity and Affirmative Action functions assigned to Human Resources.

At the last meeting, he spent more than an hour querying the mayor and chief diversity officer about functions and effectiveness of the department, wanting more quantitative data. Cunningham proposed an ordinance that he says keeps Pittsfield's commitment to equity, access, and opportunity, "refocuses it on measurable results for our residents, and delivers it at a fraction of the current cost."

Under this petition, the equity, access, and opportunity coordinator would be a $60,000 to $80,000 per year position.

The DEI Office's fiscal year 2027 budget was about $200,000 after cuts during budget season; $106,700 for the chief diversity officer and $58,000 for the administrative assistant. The coordinator would be appointed by the director of community development and the mayor.

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