Berkshires Outdoor Holiday Gift Guide

By Taylor Staubach - Berkshire Family Hikes November 23, 2021

To say it's been a tough year feels like the understatement of the century. Lockdowns and social-distancing made our homes feel like the only safe haven we had. But what do you do when that sanctuary starts to feel more like an asylum (asking for a friend...)?! You escape to the only spaces not closed — the great outdoors. 

Nothing lately has been traditional, so enter the outdoor holiday gift guide. Who couldn't use the gift of a little more fresh air?  Buy that someone a sled, a pair of second-hand snowshoes, or gift an unforgettable experience in the great wide-open. Shop local. Support small, and remember that nature is always open. 

Here’s a guide to some outdoor-based businesses in Berkshire County. This list includes terrific places to purchase gear to get you and your family outdoors all winter long. Funds tight? Check out Instant ReplayKidding Around Consignment, & Berkshire Baby to score great deals on gently-used, sustainable outdoor gear and more! 

Many of these local businesses did a hard pivot and got themselves online this year, so you can shop The Gifted Child from the comfort of your own home, one of my favorite local shops for creative outdoor kids toys. 

When you gift experiences you're creating an opportunity to make memories that will last a lifetime and in the end, it's not the toys that most of us remember, it's the time spent with our loved ones that leave a mark. Gift an exciting family adventure at Ramblewild, an unforgettable week of nature camp at Flying Deer Nature Center, or youth archery lessons at the Lenox Sportsmen's Club. Do you know any stressed mama's or dad's in your life who could benefit from mindful nature connection? ( ๐Ÿ™‹‍โ™€๏ธ๐Ÿ™‹‍โ™€๏ธ literally all of us!) — book them a Mom's Day-Out with Berkshire Camino or a relaxing afternoon of Forest Therapy with Daily Dose Wellness. 

Local Outdoor Gear

Berkshire Outfitters                   

169 Grove St., Rt. 8, Adams

Nature’s Closet 

61 Spring St, Williamstown

Arcadian Shop 

91 Pittsfield Rd., Lenox

Instant Replay

10 Lyman St., Pittsfield. Newest gear posted on FB page.

Berkshire Bike & Board

502 East St., Pittsfield,


55 West Housatonic St., Pittsfield,

The Garden

148 North St., Pittsfield,


39 Main St., South Egremont,

Local Toy/Gift Shops

The Gifted Child 

72 Church St., Lenox,

Where’d You Get That?

100 Spring St., Williamstown,

Tom’s Toys 

297 Main St., Great Barrington,

Things That Work

Online, Pittsfield,

Matrushka Toys & Gifts

309 Main St., Great Barrington,

Berkshire Baby 

8 Stockbridge Rd., Great Barrington,

Kidding Around Consignment

700 North St., Pittsfield. Newest gear/toys posted on FB page.


Local Outdoor Experiences

Berkshire Horseworks

101 Patton Road, Richmond,

Mass Audubon Pleasant Valley

472 West Mt. Road, Lenox,

Hancock Shaker Village 

1843 West Housatonic St. Pittsfield,

The Mount

2 Plunkett St., Lenox,


5 Prospect Hill Rd, Stockbridge,


110 Brodie Mountain Rd, Lanesborough,

Catamount Aerial Park 

17 Nicholson Rd, South Egremont,

Berkshire Camino 

Lee, MA,


Route 9, Windsor,

Flying Deer Nature Center 

122 Daley Rd, East Chatham, NY.,

Flying Cloud Institute   

352 Main St Ste. 212, Great Barrington,


101 Dan Fox Drive, Pittsfield,

Ski Butternut

380 State Road, Great Barrington,

Daily Dose Wellness


Tamarack Hollow Nature & Cultural Center

1515 Savoy Hollow Road, Windsor,

Lenox Sportsmen's Club

258 New Lenox Road, Lenox,

Jiminy Peak

37 Corey Road, Hancock,


2 Moscow Road, West Stockbridge,

Berkshire Botanical Garden

5 West Stockbridge Road, Stockbridge,

Spirit Ballooning

41 Moses Mead Rd, Canaan, CT.,

Berkshire East Mountain Resort

66 Thunder Mountain Road, Charlemont,

 Zoar Outdoor

Charlemont, MA,

What did we miss? Leave your favorite outdoor recommendations in the comments!