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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Lanesborough Seeks State Support for Berkshire Mall Redevelopment

By Sabrina DammsiBerkshires.com
05:58PM / Monday, October 12, 2026

LANESBOROUGH, Mass. — The town plans to petition the state to take ownership of the Route 7/Route 8 Connector Road, which officials believe is a "critical component" of the Berkshire Mall’s redevelopment strategy.

On Tuesday, the Select Board approved a letter to state Sen. Paul Mark and state Rep. John Barrett III to request their support for the vacant mall's redevelopment by helping advance transfer of the Route 7/Route 8 connector and considering funding for essential infrastructure.

"We have held discussions with the Baker Hill Road District … which will take the necessary steps to formally petition the commonwealth to take over ownership of the Route 7, Route 8 connector…Your continued support in facilitating this transfer is greatly appreciated," the letter says.

Berkshire Mall owner JMJ RE Holdings has said the potential sale and redevelopment of the mall hinges on dissolving the Baker Hill Road District, a condition of the agreement that, if unmet, would render the contract null and void.

As a result, the mall will continue to deteriorate and the litigation will proceed forward, said Tim Grogan, of JMJ.

Vera Farrell, the liaison to the Baker Hill Road District, said the district board had discussed at one of its most recent meetings that the connector road could be transferred directly to the state, rather than returned to the town; Barrett and Mark were also a part of the discussion.

"The representatives recommended that as an option, that it could transfer the connector road directly to the state, as opposed to deeding it back to the town to dispense it. If we get to that point, that would be a better option to do it that way," Farrell said.

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