Chocksett Inn - Sterling, Massachusetts

Carlos D.

Chocksett Inn at 59 Laurelwood Rd, Sterling, MA, is a charming 3-star hotel that offers a comfortable and relaxing stay. With a solid 4.4-star rating from 426 reviews, it’s clear that guests appreciate the warm atmosphere and excellent service.

The rooms are cozy, clean, and well-equipped, offering everything you need for a pleasant stay. The free breakfast is a great touch, providing a variety of options to start the day off right. The hotel’s location is ideal, offering a peaceful retreat while still being close to local attractions.

The staff is friendly and accommodating, always ready to assist with any requests or recommendations. Additionally, the hotel offers free Wi-Fi and free parking, making it convenient for both short and extended stays.

Whether you're visiting for business or leisure, Chocksett Inn provides a welcoming atmosphere and great value for the price. I would definitely stay here again for a relaxing getaway.

Renak P.

Amazing Venue & Perfect for Any Event!

As a professional event photographer, I’ve had the pleasure of capturing special moments here multiple times, and it never disappoints! The ambiance, lighting, and layout make it an ideal space for weddings, corporate events, and celebrations of all kinds. The staff is incredibly accommodating, ensuring everything runs smoothly, which makes my job so much easier and helps me deliver stunning photos every time.

If you’re planning an event here, I highly recommend it! And if you’re looking for a photographer to capture every beautiful detail, feel free to reach out—I’d love to be a part of your special day! 📸✨

Here are some photos to enjoy

Nana Acquaye - Renak Photography (@renak_photography)

Stephen M.

First off, the service and friendliness of the staff makes this place entirely. We stayed for a nearby volleyball tournament. We had a nice dinner in the restaurant, although rushed because it was closing at 9, on a Saturday night... which also meant the bar closed. Be aware there is no breakfast served even though I believe the site or other sites claim free breakfast. It was inconvenient because it has snowed and in the dead of winter so we were lucky to get an overpriced breakfast from Door Dash. We paid a pricey $229 with a discount. I would say it was reasonable at $150 on a Saturday given the limitations and proximity to anything. Stressing, the people here were excellent and why I would recommend for the right rate.

Heather S.

We just successfully executed the perfect wedding at Chocksett Inn and I am so grateful to the talented staff for all their hard work. Thank you, thank you, thank you!!!

I knew from touring there that the venue would be charming, easy to navigate, immaculate, and comfortable. I knew from dining there that the food would be delicious and generously portioned. What I did not anticipate was how kind, friendly, capable, courteous, tactful, and truly helpful every interaction with the staff would be. Every guest I spoke with thanked me profusely for inviting them, raved about the facility and the food, and then went on to comment how extraordinary their interactions had been with the staff, all the staff, from wait staff, to front desk, to housekeeping, to bartenders. Even our outside vendors commented on how wonderful the Chocksett staff were. And Tianna, the wedding planner, was gracious and positive as she shepherded us through the whole process from day one.

I am also in the service industry, so I know what an authentic, excellent interaction is supposed to feel like and this group anticipated our needs and were always generous and gracious with their service. I am so delighted that we chose Chocksett for my daughter and son-in-law's special day!

Bryanna L.

The Chocksett Inn was absolutely incredible from start to finish! The entire process was seamless, and the week of the wedding, we didn’t have to worry about a single thing because they took care of EVERYTHING. From the rehearsal and rehearsal dinner to the after-party and all the details in between, the team went above and beyond to make our day perfect.

Tianna was an absolute rock star! Everyone told me to expect that something would go wrong on the wedding day—but not with Tianna running the show! If anything did go wrong, we had no idea because she and the staff were so on top of their game, ensuring everything ran smoothly.

The food was absolutely delicious! Multiple guests came up to us afterward to say it was some of the best food they’ve ever had at a wedding. And it wasn’t just delicious—it was served hot, which is a rarity at big events like this.

Therusa and Paula, the bartenders, were amazing—not only serving drinks flawlessly but also joining us for karaoke at the after-party, which was such a fun and memorable touch! Kristen was incredible as well, making sure we had everything we needed throughout the wedding and even surprising us by having dessert from our dessert bar waiting in our room when we got back.

If you’re considering having your wedding here, DO IT. You will not regret it. The staff, the service, the food, and the attention to detail were all absolutely top-notch. It was truly the wedding of our dreams, and we owe so much of that to this amazing venue and their incredible team!

MElliott T.

I stayed in room 207 from 9/18 to 9/19 and I have to say, I was a little underwhelmed despite the 4 star review I'm leaving.

Let's start with the room and check in/out experience.

I already had a reservation, so checking in was a breeze, although I think Megan at the front desk could be a little more light hearted and enthusiastic about greeting guests.
The entire hotel looks and feels classy and elegant, it gives off more of a Bed and Breakfast style feel, as if you're walking into someone's home. Which I find to be very nice.

Now for the room, which is where I was slightly let down. While continuing the wonderful upscale vibe as the rest of the hotel, there were a few maintenance issues that were unsightly. For example, above the kitchenette cabinets were exposed high voltage wires sticking out of the wall. Decommissioned most likely, but still unsightly. Also, the wallpaper near the diminutive dining table adjacent to the kitchenette shows signs of peeling and damage from being ran into by the chair.

The bed was also pretty firm, but that's just my personal opinion. Also, there is no breakfast here, which for me is a bit disappointment given that many hotels a class lower and at half the price offer a free breakfast or varying quality as part of the experience.

This leads me to the restaurant, which saves this review from being 3 stars. Stepping into the Chocksett Cellar Grill feels like stepping into a classy, white glove sort of restaurant. The wait staff was fantastic and on top of their game, the ambiance is warm and inviting as well. Very nice.

I ordered the New England Clam Chowder for dinner, something light before bed and my goodness was it just fantastic. Rich in flavor, plenty of clam and potato chunks and of course the rich creamy broth that it was all marinating in.

In conclusion, I give the hotel experience a 3/5. The breakfast part especially disappointing given that you have a restaurant in your cellar, right there, capable of providing a basic menu.

The restaurant? 5/5. Very nice. I can see me returning to stay here next time I'm in the area, if only just to enjoy dinner.

Nancy S.

I had the wedding of my dreams at the Chocksett Inn. Physically, they have the most classic New England infrastructure in their beautiful hall, all black and white, with crown molding, fire place, massive golden chandeliers in the reception space. You can really make it your own, it is the most beautiful, neutral, classically elegant venue I looked at. But more than that, what I felt made the experience really priceless, was the service. First of all, Tianna made me feel the most like a bride than anyone I interacted with during the entire wedding planning process, including my family and my husband. Anything I wanted, not only possible, she made me feel like it was a totally reasonable request and sounded absolutely gorgeous. She made me feel so sure of myself and like the most beautiful day of my life was her greatest priority.
When the day came, and I quickly learned that that kindness extended to the entire staff. I was practically pampered during our wedding party photos during cocktail hour, with catered appetizers and cocktails in the area we were taking photos. The wait staffer working with us kept leaving her cart to come up to me PERSONALLY (obviously I'm in every photo) asking can she bring me a drink? Can she bring me a plate? And I thought that was the most considerate thing, but I was wrong! During the reception a friend of mine brought sneakers down from my room for me but forgot socks, and wait staff came up to me, completely out of the blue, and asked "Do you need anything?" I actually said "um...I need socks". I insisted I would just take off my heels and run barefoot but she assured me she would retrieve some socks for me; what room was I in? Where was my bag? And DID I HAVE A COLOR PREFERENCE I'm telling you in all my life, in all the people I encountered in my short career as a bride, I never felt more taken care of. We used family heirloom champagne glasses; they were cleaned and waiting in our room after the reception. Leftover entrees, desserts, and champagne were waiting in our room at the end of the night. It just felt like a dream that never ended.
I don't think I could have found a venue I visually liked more, it was so gorgeous, very my style, and with the option to do it inside or outside we really got the best of both worlds (they have a beautiful gazebo, see the background of our outdoor pictures). But I KNOW I could not have treated with more respect, sincerity, and compassion at any other venue. My wedding day was the best day of my life BECAUSE OF TIANNA AND HER INCREDIBLE TEAM!!!
(Also, best wedding food of all time. Wedding food is stereotypically subpar; Chocksett is genuinely so tasty, all of our guests agreed)

Donna D.

We are just coming down from the high of our daughter and her newly-wedded wife’s wedding weekend hosted at the Chocksett Inn in Sterling, MA, and let me just say - WOW!

Our daughter and her fiancé got engaged in December of 2022. We started thinking about wedding venues soon thereafter. The girls had specific criteria for a venue: lodging, getting ready, outdoor ceremony and reception all onsite but not a hotel; not a barn setting; only hosting one wedding per day; and within 1 hour driving distance for most guests. We went onto Wedding Wire and the Knot and entered our criteria, and the Chocksett Inn popped up. Having lived in Central Mass for a period, we were surprised we had never heard of it. Made an appointment to visit in January of 2023, and we met with the sales/function coordinator, Tianna, for a tour. My daughter bursting into tears the second she walked into the foyer of the ballroom, and stating “It’s so beautiful,” was all I needed to see! Give me the contract to sign! We were sold right then and there! We never had to look at another venue – this was the easiest decision in the entire wedding planning process!

Fast forward almost two years to their wedding weekend, (and 2 wedding tastings, and multiple personal repeat tours) and I just can’t say enough accolades about the Chocksett Inn! Warm and welcoming front desk at check-in; clean, comfortable, large and updated guest rooms including 2 bridal suites to choose from along with a getting ready conference room and separate sitting room; delicious onsite restaurant for dinner and after party; GORGEOUS foyer for cocktail hour, and spacious ballroom for reception dinner and dancing (with amazing food!), and beautifully landscaped grounds and garden gazebo to host the ceremony and make the perfect backdrop for photos! And while every staff member we interacted with was amazing (shout out to Mick and Paula, two of our bartenders), Tianna knocked it out of the park. She truly is the Inn’s greatest asset – her communication, attention to detail, and day of service were nothing short of exceptional! Every detail was meticulously taken care of! Never once did we feel second to any other couple who also needed her undivided attention. We flooded her with questions right up until ceremony time, and she came through with answers/solutions/ideas each time! She assured us we didn’t need our own day of coordinator, and boy, did she deliver on that promise! We came to the Chocksett Inn as strangers and left with a new family! Chocksett will forever be one of our happy places! We are so sad it’s over!