Historic New England Charm in the Heart of Central Massachusetts

Photography by Alicia Petitti

A Tradition of New England Hospitality

Located in the heart of Sterling, Massachusetts, the Chocksett Inn is a timeless New England wedding venue and hotel designed for unforgettable celebrations. With space for up to 250 guests, charming historic character, and attentive hospitality, our team will guide you through every step of planning to ensure your wedding day is seamless, beautiful, and uniquely yours.

Work With Us

Where Every Season Brings Something to Celebrate.

From festive holiday gatherings and lively seasonal dinners to special themed events throughout the year, the Chocksett Inn is always buzzing with something new to experience. Join us in Sterling, Massachusetts for unforgettable moments, delicious dining, and celebrations that bring the community together in every season.

Several glasses of sparkling wine or champagne on a wooden shelf, with a decorative candle holder in the foreground.
Events
Three cocktails with lemon slices on a bar counter, with a bar back filled with various bottles of liquor in the background.

Dining

The Chocksett Cellar Grille offers an exceptional dining experience, featuring a thoughtfully curated menu designed to delight every palate—from relaxed evenings out to refined, romantic dinners.

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  • View through a leafy archway leading to a wedding ceremony site with a white gazebo and rows of white chairs on a grassy lawn under a partly cloudy sky.

    Venues

    Explore our stunning venues, including a classic ballroom and a picturesque garden with gazebo.

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  • Elegant table setting with a gold charger plate, a cream-colored napkin with a welcome note, and a small gift box tied with a gold ribbon on top. Silverware arranged on either side of the plate and a glass of dark soda.

    Host Your Event With Us

    Host your wedding, gathering, or special occasion in a timeless New England setting designed for unforgettable moments.

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  • Close-up of a floral centerpiece with pink, purple, and yellow flowers on a table at an event with warm, blurred lighting in the background.

    Events

    Stay up to date with our latest promotions, seasonal offerings, and special events. There’s always something new to experience.

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  • Two double beds in a hotel room with beige and brown decor, a nightstand with a lamp and phone between the beds, and a wall art piece on the right wall.

    Rooms

    Explore the thoughtfully appointed rooms at The Chocksett Inn, where comfort, charm, and timeless character create a welcoming place to unwind.

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  • Outdoor patio with several black tables and chairs under black umbrellas, surrounded by greenery and a white fence.

    Grille

    Experience The Grille at The Chocksett—where seasonal flavors and genuine hospitality come together in a welcoming setting.

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A person pouring white wine from a bottle into a wine glass on a wooden table, with another filled wine glass and menus in the background.

Gift Cards

Share the experience of great food, relaxing stays, and unforgettable moments. A Chocksett Inn gift card makes every celebration extra special.

*cannot be used towards events/functions

Purchase

Check out the Blog

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Check out the Blog

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Check out the Blog ✳︎ Check out the Blog ✳︎

Soft light, quiet moments, forever begins here✨️ A romantic foyer made for timeless moments. #chocksettinnweddings #venue #weddings #engaged #luxuryweddings 📸 @serenaburroughs
A perfect ending to a perfect day ✨ Under the soft glow of the ballroom lights, their first moments as newlyweds felt nothing short of magical. From elegant indoor celebrations to unforgettable nighttime portraits, every detail comes together beauti
Rain on your wedding day? Sometimes it makes the most magical moments. ☔️✨ This sweet couple didn’t let a few raindrops stop the celebration—grabbing an umbrella and embracing the moment instead. The result? A romantic, storybook photo f
Spring weddings are on the way… Picture a ceremony surrounded by blooming gardens, followed by an elegant reception in a stunning ballroom filled with candlelight, music, and celebration. At Chocksett Inn, spring creates the perfect setting
Spring flowers are right round the corner☀️ We are looking forward to celebrating all of our spring time weddings ⚘️🌷🪻 📸@aliciapetittiphotography Flowers- @macmannisflorist
This sunshine has us dreaming of golden hour vows and garden “I do’s” ☀️💍 Picture this… an outdoor ceremony surrounded by lush greenery, soft summer breezes, and the sweetest little surprise for your guests — a charmi
Warm summer air, twinkling lights, and the peaceful glow of the grounds set the scene for unforgettable nighttime portraits. It’s the kind of setting that feels like your own private fairytale — timeless, elegant, and completely enchantin
Timeless inside. Lush and breathtaking outside. 🌿 Our venue offers the best of both worlds — sophisticated modern interiors paired with a picturesque garden space. Whether you envision an elegant indoor celebration or a romantic outdoor cerem
Where timeless elegance meets unforgettable moments 🤍 From grand staircases to glowing chandeliers, every corner of the Chocksett Inn sets the stage for a love story worth remembering. Say I do in a space that feels classic, intimate, and effortless
Where winter becomes unforgettable ❄️ Winter weddings bring a quiet magic—soft snowfall, evergreen backdrops, and intimate moments that last forever. Say “I do” in the most romantic season 🤍 Reach out to weddings@chocksettinn.com f
✨ Recently engaged? ✨ Discover timeless elegance at The Chocksett Inn, where your wedding is the only celebration of the day. Our venue offers a sophisticated ballroom, picturesque garden ceremony space, 27 overnight guest rooms, brid
Stroll into forever surrounded by lush gardens, glowing sunlight, and the perfect setting for your “I do.”Let your love story unfold in a place as beautiful as this. 💍 Now booking 2026 and 2027 dates. Call 978.422.3355 or email weddings