Wheatleigh — 19th-century Italianate mansion on a 22-acre Olmsted estate, Forbes 5-star Portico restaurant (chef Jeffrey Thompson, modern French). Day-one Tanglewood evening (Boston Symphony Orchestra summer home, June-September). Day-two Berkshire Mountains drive — Mass MOCA in North Adams (the largest contemporary art museum in America), the Norman Rockwell Museum in Stockbridge. Day three: spa morning + estate gardens walk. Albany (ALB) is 90 minutes east. **NOTE: Owners listed property for sale 2024; verify operating status before booking.**
Five quick questions, then we build the full itinerary — lodging, daily schedule, dining, bars, the group-chat message — and drop you into a Trip Room you can share with the bridesmaids.