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Pittsfield Romance: Wine, Spa, & Theater

Pittsfield Romance: Wine, Spa, & Theater - Couples in the spa
Camille Reddick
Camille Reddick
January 26, 2024

There's nothing quite like a romantic getaway in the Berkshires! When whisking your sweetheart away to this romantic New England hideout, you'll be delighted by all of the culture and beauty that can be found here. A perfect itinerary for two can include massages, wine tastings, and hand-in-hand walks through art galleries and museums. Here's your look at romantic things to do in Pittsfield MA!

Wine Tasting at Balderdash Cellars

Wine Tasting at Balderdash Cellars

Balderdash Cellars is a boutique winery that has been the toast of the Berkshires since first opening its doors in 2011. The show-stopping tasting room at Balderdash is open from Friday through Sunday. No reservations are needed to grab a table. This dog-friendly winery also brings in food trucks on the weekends.

Blissful Escape at Elle Day Spa

Man at the spa

Don't miss the chance to book a day of pampering at Elle Day Spa! This highly rated spa blends traditional Eastern beauty and relaxation therapies with the latest Western knowledge for skin health and anti-aging techniques. Treatments include:

  1. Massage
  2. Facials
  3. Botox
  4. Plasma pen
  5. Microblading
  6. Manicures and Pedicures
  7. Electrolysis
  8. Waxing
  9. Lash services

If you're calling ahead to book a special day for two, be sure to inquire about the "duet room" at Elle. This two-table room allows you to schedule side-by-side massages with a partner. Spa hours are Tuesday through Saturday.

A Night at Barrington Stage Company

Show at Barrington Stage Company

Make plans to settle in for a night of incredible entertainment at the esteemed Barrington Stage Company located on North Main Street in Pittsfield, MA. Attracting more than 60,000 patrons annually, this nationally recognized institution has been labeled "one of the jewels in the state's crown" by the Boston Globe. Check the box office online ahead of time to surprise your sweetie with tickets to one of the award-winning plays and musicals coming through the Barrington Stage Company this season.

Artful Love: Explore Berkshire Museum Together

Located on South Street, the Berkshire Museum earns its place on the list of romantic things to do in Pittsfield MA because it sparks imagination and curiosity! Enjoy permanent exhibits and rotating collections that combine science, history, and art. The museum's highlights include the Feigenbaum Hall of Innovation, Animals in the World of Miniature, Objects and Their Stories, and the Rocks and Minerals Gallery. There's even an in-house aquarium filled with aquatic and reptilian creatures.

Enjoy a Taste of Europe at Café Triskele

Experience the flavors of European cities by way of the Berkshires when you visit this top-tier bistro located in Lee, Massachusetts. You can start your romantic meal for two with scallops au gratin and escargot bourguignonne before moving on to filet mignon, baked Atlantic cod, or traditional cassoulet. Dinner hours at Café Triskele are 5 p.m. to 9 p.m. from Tuesday through Saturday.

Plan Your Romantic Getaway in the Berkshires

Romance is easy to find in a place where rolling hills melt into enchanted meadows and village-like towns. Don't forget to look around for some keepsakes to remind you of your trip for years to come. This list of the best spots for antique shopping in the Berkshires is sure to guide you to treasures that are as special as your love.