10 Ways to Celebrate Grandparents in the Berkshires

Grandparents Day is Sunday, Sept. 11th

By Berkshires Macaroni Kid September 7, 2022

Grandparents: We love them, our kids adore them ... and in turn they offer unconditional love (and — if you're lucky — free babysitting!). Grandparents Day is Sunday, Sept. 11 and there's no better way to show the older people in your life how much you and your kids love and appreciate them than spending the day with them. And for those of you grandparents raising your grandkids full-time? We see and very much appreciate you! 

Lucky enough to have grandparents who live close by? Here are 10 ideas on how to spend Grandparents Day in the Berkshires:

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1. Take them out for a special meal:

Here are three of our favorite locally-owned restaurants:

  • Barrington Brewery: BBQ & delicious house-brewed beer. 420 Stockbridge R, Suite 7, Great Barrington, MA 0120, (413) 528-8282
  • The Proprietor’s Lodge: Get your brunch on with a VIEW. Patio dining available. 122 Waubeek Road, Pittsfield MA 01201, (413) 344-9546
  • Trail House Kitchen & Bar: Creative American dishes in a picture-perfect location. 896 State Road North Adams, MA 01247, (413) 412-1090

2. Go for a walk in the woods:

If your grandparents love fresh air and hiking in the woods, there might be no simpler way to spend the day! Here are some great hiking trails in the Berkshires that are accessible to all:

3. Plan a picnic:

Surprise Grandma and Grandpa with a picnic! Here are three great spots for a family picnic:

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4. Let your child share one of their favorite places:

Does your child have a favorite local trampoline park, amusement park, or playground? Grandma and Grandpa might love to come along to take part, or if that's too much, simply watch their grandchildren enjoy themselves! Your children, in turn, will probably love to tour Grandma and Grandpa around their favorite place. Here are fun spots where kids can play and there is plenty of room for adults to watch (or take part!):

Grandparents live far away? 

Let them know you're thinking of them on Grandparents Day! Here are three ways to tell them you love them from a distance:

Make a video

Kids can list all the things they love about grandma and grandpa.

Send them a hug

Tape together a few pieces of newspaper or use the white side of wrapping paper and outline your child with their arms outstretched. Let your kids color themselves in. Fold it up, put it in an envelope, and send that hug to Grandma and Grandpa!

DIY coasters

Grandparents love personalized gifts, so make them DIY coasters, either with your kids' picture or a drawing they've completed. See how to do it here.

5. Let grandparents share one of their favorite places in the Berkshires!

Perhaps your grandparents have a favorite spot or local activity that you haven't been to before! Let them take you and your kids along to experience what makes it important to them. They'll love introducing you and your kids to their friends and sharing a place that's special.

6. Visit a museum together:

Museums are a great place to spend a day with Grandma and Grandpa! Here are three great museums that will be open on Grandparents Day:

  • MASS MoCA, 1040 MASS MoCA Way North Adams, MA 01247
  • The Clark, 225 South St, Williamstown, MA
  • Berkshire Museum39 South St Pittsfield, MA 01201

7. Say hi to the animals:

Grandparents probably love to see animals as much as their grandkids! Here are three places to go and see the animals in the Berkshires on Grandparents Day:

 Monkey Business Images via Canva

8. Plan a photo scavenger hunt

We developed this fun scavenger hunt for teens and tweens but there's no reason why Grandma and Grandpa can't take part too! Make great memories by taking selfies together, recreating a famous Beatles album cover, and just generally spending the day out and about being silly together.

9. Go for ice cream

Who doesn't love a sweet treat? Here are three great Berkshire-owned ice cream places we love:

10. Plan a photoshoot

Grandparents love family photos (and who doesn't?!?), so arrange a photoshoot with a local photographer on Grandparents Day, or gift them a certificate to use later. Here are three great Berkshire photographers who specialize in family photos:

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