THINGS TO DO WITH MOM IN THE BERKSHIRES

Mother’s Day is the perfect opportunity to show the special women in your life how much you appreciate them. Whether she’s looking for a quiet brunch or a day of adventure, there’s no better place to do that than the scenic Berkshires. From relaxing getaways, cultural events, or fun outings with the kids, the Berkshires offer something for every kind of mom. Here are our top recommendations for celebrating Mother’s Day “Berkshires style”.

For Moms Who Wine and Dine

Casita Berkshires – North Adams, MA

“A love letter to Mexico by way of the Berkshires”. With its warm, welcoming vibe and fresh ingredients, Casita serves up Mexican inspired cuisine to rave about!

Common Table – Cheshire, MA

Perfect for a refined yet friendly atmosphere, Common Table is known for its seasonal menus and farm-to-table approach. With ingredients from local farms, your Mother’s Day meal can also support the hardworking farmers throughout the Berkshires.

Trail House- North Adams, MA  

An excellent option with a broad menu and Berkshire charm, Trail House is ideal if you’re looking to keep things fun and laid-back.

Alta Wine Bar – Lenox, MA

Alta is a must-visit for moms who love fine wine and Mediterranean-inspired cuisine. Its outdoor patio offers a gorgeous setting for a celebratory dinner.

Happy family celebrating mother's day, sitting beside table during dinner

Spas and Weekend Getaways

Miraval – Lenox, MA

The most luxurious relaxation weekend in the Berkshires! Miraval Berkshires prides itself on its “profound feeling of wellbeing”. Treat mom to a weekend filled with great food, spa treatments, and a variety of amenities.

The Red Lion Inn – Stockbridge, MA

Brimming with character, The Red Lion Inn in Stockbridge offers both historical charm and comfort. Consider booking a package that includes dining and spa experiences.

Apple Tree Inn – Lenox, MA

Book a stay at the scenic Apple Tree Inn! This stylish estate blends historic elegance with modern comfort. With live music and curated cocktails, it’s perfect for a lively yet relaxing getaway for Mom – the best of both worlds!

Devonfield Inn – Lee, MA

This country bed-and-breakfast offers some of the Berkshires’ best scenery, comfort food, and lodging, making the Devonfield Inn a fantastic option to book for Mother’s Day!

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Opportunities for Outdoorsy Moms

Olivia’s Overlook and The Charcoal Trail – Richmond, MA

If Mom loves a peaceful walk, take her to Olivia’s Overlook, which offers breathtaking views of the Berkshire hills. Follow up with a stroll along The Charcoal Trail for a serene woodland experience.

Wahconah Falls State Park – Dalton, MA

Put together a picnic and visit this lesser-known gem where the falls are flowing at full strength in spring. It’s an easy, beautiful hike perfect for a lunchtime outing.

Pittsfield Farmers Market – Pittsfield, MA

For the moms who love fresh produce, the Pittsfield Farmers Market is a great spot to spend Mother’s Day! Held outdoors this time of year, the market is a great opportunity to shop local and truly immerse yourself in the spring season.

Great Barrington Farmers Market – Great Barrington, MA

The Great Barrington Farmers Market is another excellent destination for local produce, fresh flowers, and delicious treats if mom has a sweet tooth! Why not make a whole day of it and visit both markets?

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Family Friendly Fun for Mom and the Kids

Magic Wings Butterfly Conservatory and Gardens – South Deerfield, MA

Not far from the Berkshires, this magical conservatory is home to thousands of butterflies. A whimsical, interactive visit that kids and their moms can create the most colorful of Mother’s Day memories!

Mass MoCA – North Adams, MA

Art-loving families will appreciate a visit to the Massachusetts Museum of Contemporary Art, with its expansive galleries, interactive exhibits, and fun playgrounds!

Taft Farms – Great Barrington, MA

If mom is looking for a fun family-friendly day, Taft Farms offers fresh baked goods, farm animals, and seasonal produce. It truly has a little something for everyone.

Pontoosuc Lake – Pittsfield, MA

For an enjoyable lakeside Mother’s Day, head down to Pontoosuc Lake! There are plenty of opportunities for fishing, boating, or just relaxing on the shore.

Twilight,View,Of,Pontoosuc,Lake,In,Pittsfield,,Massachusetts.

Upcoming Events to Celebrate Mom

Mother’s Day Tea at the Daffodil & Tulip Festival – Saturday, May 9th from 10am-3:30pm – Stockbridge, MA

Treat the mom or mother figure in your life on a lovely afternoon at Naumkeag’s outdoor garden café. Indulge in tea, scones, and pastries surrounded by a tapestry of spiring blossoms.

Mother’s Day Tea at Gilded Age Mansion at Ventfort Hall –  Sunday, May 10th, from 3:00pm – 5:00pm – Lenox, MA

Enjoy tea and afternoon bites in this Victorian mansion’s elegant dining hall. This is sure to make any mom feel like royalty on her special day.

Mother’s Day at the Clark – Sunday, May 10th starting at 10am – Williamstown, MA

For moms who enjoy the arts, they can explore the Clark Center and admire all the gorgeous pieces the campus has to offer. You can also participate in guided group tours and learn all there is to know about the collection.

Mother’s Day Comedy by Candlelight at The Inn at Stockbridge – Saturday, May 9th from 8pm-9:30pm – Stockbridge, MA

Looking for relatable comedy shows for moms or other adult guests? Check out this comedy show centered around motherhood and good vibes!

Tray with breakfast and greeting card on wooden background, top view. Mother's day celebration

Ready to Celebrate, or Relocate, in the Berkshires?

No matter how you choose to celebrate, the Berkshires offers countless ways to make Mother’s Day truly special. From unforgettable outings to relaxing retreats, there’s something here for every mom to enjoy. And if you’re thinking of making the Berkshires your home, or simply want to explore your options, our expert Lamacchia Realty Berkshires REALTORS® are here to help. Contact us today for all your real estate needs and let us help you find the perfect place in this beautiful region!