Host Your Event With Us

  • Empty conference room with a large wooden table and high-back leather chairs.

    Corporate Events

    From meetings and trainings to networking events and company celebrations, The Chocksett provides a comfortable, polished setting for every occasion. With customizable spaces, on-site catering, and thoughtful service, each gathering is effortlessly executed and memorable.

  • Decorative table centerpiece with three gold candle holders with glass orb tops, surrounded by four small white candle holders on a marble table.

    Proms & School Events

    Mark every milestone in style at The Chocksett. Our elegant ballroom is the perfect setting for proms, banquets, and award ceremonies, where our team ensures a fun, safe, and seamlessly executed event for students and faculty alike.

  • Elegant restaurant dining setup with a long wooden table, black napkins, gold plates, and decorative candle holders with crystal embellishments. Multiple chairs surround the table, which is set for a formal meal. There are high-backed patterned booths and a round marble table in the background, with framed artwork on the walls.

    Holiday Parties

    Celebrate the season at The Chocksett with a festive gathering for friends, family, or colleagues. From intimate dinners to grand celebrations, our versatile spaces and seasonal cuisine create a warm and memorable holiday experience.

  • Elegant hotel lobby with cream-colored sofas, a dark wooden coffee table, floral arrangements, a staircase with wooden banisters, and a chandelier.

    Showers

    Celebrate life’s most meaningful moments at The Chocksett. From bridal and baby showers to engagement parties and beyond, our elegant spaces and customizable menus create a warm, inviting setting for unforgettable gatherings.

  • A formal dining room with a rectangle table set for a meal, decorated with a beige table runner, green foliage, candles, gold plates, black napkins, and silverware, with large windows and abstract art on the wall.

    Recovery Breakfasts

    Extend your celebration at The Chocksett with a thoughtfully hosted post-event breakfast or brunch. Designed for comfort and connection, it’s a relaxed and meaningful way to gather, reflect, and close out a memorable occasion.

  • Pot of succulents with a piece of driftwood arranged in a decorative indoor setting.

    Bereavement Gatherings

    In times of loss, The Chocksett offers a quiet, comforting place to come together. Our attentive team and carefully prepared menus allow families to focus on honoring their loved one and sharing meaningful moments together.

The Chocksett offers a refined setting for every occasion, paired with exceptional hospitality. From milestone moments to professional events, our versatile spaces and experienced team ensure a seamless and elevated experience.

With flexible event spaces, curated culinary offerings, and attentive coordination, we bring each celebration to life with ease and intention.

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Attractions in the Area

At The Chocksett, every stay and celebration is thoughtfully designed — from weddings and corporate events to intimate getaways and evenings at The Chocksett Cellar Grille.

Nestled in Sterling, Massachusetts, our location offers both convenience and charm, placing you within reach of scenic destinations, local attractions, and the greater Boston area.

Experience everything that makes The Chocksett uniquely inviting.