Welcome to Driftless Tabletop
Driftless Tabletop exists to cultivate imagination, connection, and creativity through tabletop gaming in the Driftless Region—serving communities within an hour of La Crosse, Wisconsin and Winona, Minnesota. We believe games are more than entertainment; they’re tools for storytelling, collaboration, and lifelong learning. Our mission is to create inclusive, welcoming spaces where players of all backgrounds can gather around the table, explore new worlds, and build lasting friendships.
We support a vibrant gaming culture by hosting regular events, mentoring game masters, and sharing resources that empower players to learn, lead, and create. From board games to roleplaying campaigns, we celebrate the diversity of tabletop experiences and the joy they bring to families, friends, and local communities.
Through partnerships with libraries, schools, artists, and small businesses, Driftless Tabletop champions the educational and cultural value of games. We aim to inspire curiosity, foster creativity, and strengthen community ties—one roll of the dice at a time.
Upcoming Events
View All Events →
Game Night at Sobieski Lodge is the perfect way to bring friends, family, and neighbors together in a warm, welcoming space. With its spacious hall, cozy fireplace, and modern amenities, the lodge provides an ideal setting for board games, card tournaments, and dice-rolling fun. Guests can spread out across banquet tables, enjoy snacks from the kitchen area, and settle in for hours of friendly competition. The atmosphere is relaxed yet lively, making it easy for everyone—from seasoned strategists to casual players—to feel at home.
Beyond the games, the lodge’s location in Sobieski Park adds to the charm of the evening. Between rounds, guests can step outside to enjoy the fresh air or gather on the covered patio for conversation. The event isn’t just about playing—it’s about building community, sharing laughs, and creating memories in one of Winona’s most inviting venues. Whether you’re looking to test your skills or simply enjoy the company of others, Game Night at Sobieski Lodge offers a blend of recreation and connection that keeps people coming back.
Looking for a fun, laid-back evening with friends and family? Join us for Game Night at Nate & Ally’s Frozen Treat Creations in downtown Winona! Whether you're into cards, dice, or classic board games, we’ve got the space and spirit to make it a memorable night. Grab your favorite frozen treat—ice cream, gelato, or edible cookie dough—and settle in for some friendly competition and laughter. It’s the perfect way to unwind, connect, and enjoy the cozy charm of our historic Beck Building location.
No need to bring anything but your game face and your sweet tooth. We’ll have games on hand, plenty of seating, and a topping bar with over 50 choices to customize your dessert. Whether you’re a seasoned strategist or just in it for the fun, Game Night at Nate & Ally’s is all about community, creativity, and good vibes. Come early, stay late, and make it a tradition—we’d love to see you there!
After a successful first year, Winona Con is making its return to the Driftless Region from November 20–22, 2026, bringing three days of gaming, creativity, and community to downtown Winona. Hosted by Driftless Tabletop, the convention will celebrate the diverse world of tabletop gaming, from board games and card tournaments to role-playing adventures and miniatures. Organizers say the event will highlight the region’s growing gaming culture while offering a welcoming space for families, hobbyists, and seasoned players alike.
The convention will feature open play areas, scheduled tournaments, and guided sessions for newcomers eager to learn new games. Vendors and local creators will showcase their work, offering everything from handcrafted dice and accessories to regional art and collectibles. With Driftless Tabletop’s focus on inclusivity and family fun, Winona Con aims to be more than just a gaming event—it’s a celebration of community, imagination, and the unique spirit of the Driftless Region.
Community leaders and organizers see the return of Winona Con as a milestone for Winona’s cultural calendar. By combining the energy of a convention with the warmth of local hospitality, Driftless Tabletop hopes to establish Winona Con as an annual tradition that strengthens connections across generations and neighborhoods. Whether attendees come to roll dice, shop for unique finds, or simply share in the excitement, the 2026 convention promises to be a vibrant showcase of creativity and camaraderie.
Recent News
Winona’s Downtown Welcomes New Game Night Tradition with Driftless Tabletop at Nate & Ally’s
WINONA, MN — A new community tradition is set to begin this spring as Driftless Tabletop hosts its first-ever Game Night at Nate & Ally’s Frozen Treat Creations on Saturday, May 9, 2026, from 4 p.m. to 9 p.m. The local gaming collective is teaming up with the popular downtown dessert shop—known for its ice cream, gelato, and edible cookie dough—to create an evening of board games, cards, and dice alongside frozen treats. Families, students, and longtime residents alike are invited to gather in the historic Beck Building for a night of fun and connection.
Organizers from Driftless Tabletop say the event is designed to bring people together in a relaxed, family-friendly atmosphere, blending the joy of tabletop gaming with the sweetness of Nate & Ally’s creations. With plenty of seating, a wide topping bar, and a welcoming staff, the shop hopes to make Game Night a recurring highlight in Winona’s social calendar. Whether attendees come to test their skills at strategy games or simply enjoy a cone with friends, the evening promises laughter, community spirit, and a new way to experience one of Winona’s favorite local spots.
Driftless Tabletop Launches First Game Night at Sobieski Lodge
WINONA, MN — Driftless Tabletop, a local gaming collective rooted in the Driftless Region, is bringing its passion for community and creativity to a new venue. On Saturday evening, the group will host its first official Game Night at Sobieski Lodge, located in Sobieski Park. Known for its spacious hall, cozy fireplace, and modern amenities, the lodge offers the perfect setting for board games, card tournaments, and dice-rolling fun. Organizers say the event is designed to welcome players of all ages and skill levels, creating a relaxed environment where neighbors can connect over shared interests.
The Game Night marks a milestone for Driftless Tabletop, which has been steadily building a presence in Winona’s gaming community. With banquet tables, a kitchen for refreshments, and plenty of seating, Sobieski Lodge provides both comfort and flexibility for gatherings. Attendees can expect a mix of classic board games and modern favorites, with volunteers on hand to teach rules and facilitate play. Beyond the games themselves, the evening is about fostering connection, laughter, and local pride. Organizers hope this inaugural event will become a recurring tradition, strengthening Winona’s community spirit one roll of the dice at a time.
Welcome to Driftless Tabletop
WINONA, MN — A new community group, Driftless Tabletop, has officially formed with the mission of creating welcoming spaces for families, friends, and neighbors to gather around games. Rooted in the Driftless Region’s strong sense of local identity, the group is dedicated to hosting regular game nights that highlight both classic favorites and modern tabletop experiences. Organizers say the goal is simple: to foster connection, creativity, and fun in a family-friendly environment.
The group plans to host events at venues across the region, including local lodges, community centers, and small businesses. By partnering with places like Nate & Ally’s Frozen Treat Creations and the Sobieski Lodge, Driftless Tabletop hopes to make game nights accessible and inviting to all ages. Each event will feature a mix of board games, card games, and dice-based favorites, with volunteers on hand to teach rules and encourage participation. The emphasis is on inclusivity, ensuring that newcomers feel just as welcome as seasoned players.
Community leaders and participants see Driftless Tabletop as more than just a gaming group—it’s a way to strengthen bonds across generations and neighborhoods. In a time when digital entertainment often dominates, the group offers a refreshing return to face-to-face interaction and shared laughter. Organizers envision the initiative becoming a cornerstone of regional culture, with game nights evolving into cherished traditions that celebrate the Driftless Region’s spirit of togetherness.