Reggae Wednesday Pool & Bingo Club with Reggaelar People
- The Stagecoach Tavern 864 South Undermountain Road Sheffield, MA, 01257 United States (map)

Reggae Wednesday Pool Club family-friendly community festival. Join us this Wednesday with live music by Reggaelar People!
Family-friendly fun, Rain or shine!
Pool open 3-8pm
Live music: 430pm
Food available: 4-7pm
Bingo (with prizes!) during between music sets at 5:15pm
Board games and puzzles inside and under the tent
Casual food including tacos, burgers and other options, cocktails and non alcoholic beverages
Cover: $10 for adults (kids under 13 are free)
Trailhead Berkshires is a seasonal, casual pop-up dining spot at the base of the Taconic Range in Sheffield, MA. The menu blends comfort food, trail snacks, and elevated fine-casual options, all served in a relaxed, welcoming setting. Guests can order online or at the counter, and enjoy their food anywhere on the property—inside our historic tavern, outside by the fire pits, or on the lawn with a game of cornhole. The vibe is informal, family-friendly and dog-friendly. No reservations needed. We also offer trail snacks, supplies, and parking for visitors headed to Race Brook Falls and the Appalachian Trail. Keep an eye on the Race Brook Lodge calendar of events, including weekly “Reggae Wednesday Pool Club” and Sunday Jazz Brunch. Guests can also join the Pool & Fire Club for full access to the pool, sauna and other amenities on the property throughout the summer and fall.
Race Brook Lodge is a rustic and unique getaway destination, perfect for weekend getaways, workshops, weddings, hiking, biking and more, in the natural beauty of the southern Berkshire Hills of Massachusetts. Race Brook hosts musical performances and other cultural events in the Down County Social Club speakeasy, Barnspace and the Pine Grove Porch. Click here to see a schedule of upcoming events.
UPCOMING EVENTS
Jazz brunch continues with Pamela Knowles. Enjoy food from the new Trailhead Berkshires pop-up restaurant!
Every Wednesday, Rain or Shine! Community fun and casual food for all ages. Pool, Fire, Games, Dancing, Tacos, Burgers, S’mores.
Flophouse Follies is a Berkshire based trio conjures a bygone era with parlor ballads, novelty songs and vaudeville satires.
Jazz brunch continues with Berkshire Jazz Blues & Soul legend Bobby MacVeety. Enjoy food from the new Trailhead Berkshires pop-up restaurant!
Jazz Brunch continues with the Luke Franco Trio! This is the meanest Jazz Trio around. Enjoy food from the new Trailhead Berkshires pop-up restaurant!
Loosely grounded in the Americana tradition, the Joint Chiefs infuse an acoustic dynamic with rock energy.
For the past 50 years, BeauSoleil avec Michael Doucet has been making some of the most potent and popular Cajun music on the planet.
More events at Race Brook Lodge:
Every Wednesday, Rain or Shine! Community fun and casual food for all ages. Pool, Fire, Games, Dancing, Tacos, Burgers, S’mores.
Jazz brunch continues with Pamela Knowles. Enjoy food from the new Trailhead Berkshires pop-up restaurant!
Every Wednesday, Rain or Shine! Community fun and casual food for all ages. Pool, Fire, Games, Dancing, Tacos, Burgers, S’mores.
Flophouse Follies is a Berkshire based trio conjures a bygone era with parlor ballads, novelty songs and vaudeville satires.
Jazz brunch continues with Berkshire Jazz Blues & Soul legend Bobby MacVeety. Enjoy food from the new Trailhead Berkshires pop-up restaurant!
Jazz Brunch continues with the Luke Franco Trio! This is the meanest Jazz Trio around. Enjoy food from the new Trailhead Berkshires pop-up restaurant!
Loosely grounded in the Americana tradition, the Joint Chiefs infuse an acoustic dynamic with rock energy.
For the past 50 years, BeauSoleil avec Michael Doucet has been making some of the most potent and popular Cajun music on the planet.
- Posted in concerts, Dining
- Tagged Reggae Wednesday, pool party, Reggae Wednesday Pool Party, Reggaelar People
Every Wednesday, Rain or Shine! Community fun and casual food for all ages. Pool, Fire, Games, Dancing, Tacos, Burgers, S’mores.