Chocksett Inn

What Chocksett Inn does

Chocksett Inn is a privately-held, single-property hospitality business operating a historic New England wedding venue, boutique hotel, and restaurant at 59 Laurelwood Road in Sterling, Massachusetts. The company serves primarily wedding couples, with secondary segments including corporate event organizers, schools hosting proms and banquets, and social celebration hosts. The venue accommodates up to 250 guests across three event spaces — the Laurelwood Ballroom (40-250 guests), a Garden & Gazebo, and a Foyer — and offers a tiered packaging structure ranging from a Traditional package through a Diamond all-inclusive package, each adding F&B, bar, and amenity inclusions. On-site accommodations consist of guest rooms and suites (King, Queen, and suite configurations) with private baths and climate control, and the property also houses The Chocksett Cellar Grille, a full-service restaurant open Wednesday through Saturday evenings serving seasonal American fare to both hotel guests and the local community.

The business operates a sales-led go-to-market anchored on inbound inquiries through dedicated website forms, phone, on-site tours, and active listings on The Knot and WeddingWire wedding marketplaces, supplemented by Instagram and a content blog for top-of-funnel awareness. Pricing is published and structured around per-wedding packages, per-night hotel rates (subject to seasonal variation and occupancy tax), and à la carte restaurant menu pricing ($5-$38 entrees, $12-$14 cocktails). There is no proprietary technology stack; the business runs on standard hospitality tooling (Squarespace website, direct-book.com booking engine, Swipeit for gift cards). A preferred-vendor network of approximately 20 regional wedding service providers (photography, florals, DJ, transportation, formal wear, officiants, hair/beauty, cakes) is maintained to anchor the one-stop wedding experience.

Chocksett Inn has earned The Knot Best of Weddings recognition in seven separate years (2017, 2018, 2020, 2022, 2024, 2025, 2026) and the WeddingWire Couples' Choice Award in six separate years (2019-2025), supporting a sustained brand reputation in the regional wedding market. The company maintains a sister-property relationship with The Colonial Hotel under shared ownership, providing cross-promotion and acting as an after-party venue for Colonial weddings. With 23 employees and no disclosed external funding, the company operates as a stable, owner-managed small business.

Name

Chocksett Inn

Legal name

Chocksett Inn

Website

https://chocksettinn.com

Company type

Private

Operating status

Operating

Headcount range

11–50 employees

Short description

Chocksett Inn is a privately-held New England wedding venue, boutique hotel, and restaurant in Sterling, Massachusetts, serving primarily wedding couples with full-service event packages, on-site accommodations, and a seasonal grille, supplemented by corporate and social event bookings.

Ownership category

akta.pro rank

Product category

Wedding and Event Venue Services

NAICS

Bed-and-Breakfast Inns (721191), Hotels (except Casino Hotels) and Motels (72111)

SIC

Hotels & Motels (7011), Hotels, Rooming Houses, Camps & Other Lodging Places (7000), Retail-Eating & Drinking Places (5810)

akta.pro primary industry

Wedding & Reception Catering (HSACAGAD)

akta.pro secondary industries

Romantic / Couples B&Bs & Inns (THAGAHAI), Hotel & Resort Restaurants (THAFACAH), Specialty & Historic Venues (Landmarks, Estates) (THAHAAAK)

Keywords

• Wedding venue services
• Event hosting services
• Boutique hotel accommodations
• Fine dining restaurant
• Corporate event catering

Headquarters

HQ city

Sterling

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2C

Offering type

Services

Cost components

Personnel, Operations, Marketing or Sales, Infrastructure, Supply Chain, Others

Revenue model

1. Wedding Venue Services: Full-service wedding venue offering multiple event spaces, in-house catering, and event coordination. Revenue generated through wedding packages ranging from Traditional to Diamond tier, with per-person dining costs and additional services like open bars, passed hors d'oeuvres, and signature drinks.
2. Hotel Accommodations: On-site hotel with guest rooms and suites for wedding guests and general travelers. Offers room blocks for wedding parties and individual bookings. Rates vary by season and day of week.
3. Restaurant (The Chocksett Cellar Grille): Full-service dining restaurant open Wednesday-Saturday 4:00pm-9:00pm. Serves both hotel guests and local community. Features seasonal menu with shareable starters, grille classics, entrees, cocktails, wine, and beer.
4. Corporate Events: Hosts corporate events including meetings, trainings, networking events, company celebrations, proms, school events, holiday parties, showers, and bereavement gatherings with customizable catering.

Pricing tiers

Go-to-market motion1 record

Distribution channels5 records

Marketing channels5 records

Core offering

The Chocksett Inn is a historic New England wedding venue and boutique hotel in Sterling, Massachusetts that hosts weddings, corporate events, school functions, and social celebrations across the Laurelwood Ballroom, Garden & Gazebo, and Foyer event spaces for up to 250 guests. The offering integrates venue hosting with in-house catering, on-site guest room and suite accommodations, and The Chocksett Cellar Grille restaurant serving seasonal American cuisine Wednesday through Saturday evenings.

Product overview

The Chocksett Inn is a historic New England wedding venue and boutique hotel in Sterling, Massachusetts, offering a unified hospitality experience. The core offering combines venue and event hosting services (weddings, corporate events, proms, holiday parties, showers, and bereavement gatherings) with on-site hotel accommodations and the Chocksett Cellar Grille restaurant. Event hosting centers on the Laurelwood Ballroom (capacity 40-250 guests), Garden & Gazebo, and Foyer spaces. The venue offers tiered wedding packages (Traditional, Classic Elegance, Royal Prestige, and Diamond) as well as ancillary dining experiences including rehearsal dinners, bridal showers, and after-parties. Accommodations include rooms and suites with various bed configurations, private baths, and climate control. The Chocksett Cellar Grille provides scratch-made seasonal dining for both guests and the public, Wednesday through Saturday evenings.

Differentiator

Problem solved

Functional benefit

Products and services

• Wedding Venue & Event Hosting Services

Named customers1 record

Segments5 records

Ideal customer profiles4 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Partnerships

20 partnerships are on record, tiered minor and core.

• Simply Sweet by ChristineminorOthersPreferred vendor for cakes and desserts. Contact: 978-235-6634, [email protected]
• Gerardo's Italian BakeryminorOthersPreferred vendor for wedding cakes and baked goods. Contact: 508-853-3434
• AA TransportationminorOthersPreferred transportation vendor for wedding events. Contact: 508-791-9100, aatransportation.com
• CMP Weddings (Central MA Productions)minorOthersPreferred DJ and entertainment vendor. Contact: 978-855-5369, centralmaproductions.com
• Doucette DJ EntertainmentminorOthersPreferred DJ entertainment vendor. Contact: 978-602-3201
• Go! Event GroupminorOthersPreferred event group and entertainment vendor. Contact: 413-391-4635, thegoeventgroup.com
• Champagne ToastminorOthersPreferred entertainment and DJ vendor. Contact: 508-731-6600, champagnetoast.net
• Jam Event DJminorOthersPreferred DJ vendor for weddings and events. Contact: 508-667-8895, [email protected]
• Donna BujaminorOthersPreferred wedding officiant vendor. Contact: 978-840-6801, donnabuja.com
• Rene's Formal WearminorOthersPreferred formal wear vendor for wedding parties. Contact: 978-534-9414, renesformalwear.com
• Reiman PhotographyminorOthersPreferred photography vendor with extensive Chocksett Inn wedding portfolio. Contact: 508-736-9956, reiman-photography.com
• Alicia PetittiminorOthersPreferred wedding photography vendor. Contact: 774-392-0546, aliciapetitti.com/wedding-photography
• Tamara Merri PhotographyminorOthersPreferred wedding photography vendor. Contact: 508-688-4118, tamaramerriphotography.com
• SolSearch PhotographyminorOthersPreferred photography vendor. Contact: 978-870-2703, solsearchphotography.com
• David Anthony MediaminorOthersPreferred wedding videography vendor. Contact: 508-889-2345, [email protected]
• Hey Good Look'nminorOthersPreferred hair and beauty vendor for wedding parties. Contact: 978-345-2308, [email protected]
• MacMannis FloristminorOthersPreferred floral vendor with established relationship with venue. Contact: 978-249-3595, macmannisflorist.com
• Windmill FloristminorOthersPreferred floral vendor for weddings and events. Contact: 978-342-2347, [email protected]
• The Flower Shop @ Dimecco'sminorOthersPreferred floral vendor for wedding arrangements. Contact: 978-368-7676
• The Colonial HotelcoreChannel Partner/ Reseller/ DistributorSister property and strategic partner. The Colonial Hotel serves as related property with cross-promotion. Chocksett Inn serves as after-party venue for Colonial Hotel weddings. Both properties share ownership and serve the Central Massachusetts wedding market.

Scale indicators1 record

Recent moves6 records

Expansion highlights4 records

Direct peers

• Bonnet Island Estate: New Jersey waterfront wedding venue with on-site lodging, full-service catering, and ballroom event space — comparable integrated destination-style wedding venue operating on the East Coast.
• The Lord Jeffery Inn: Boutique historic inn in Amherst, MA hosting weddings, rehearsal dinners, and corporate events with on-site F&B and accommodations — same boutique historic-venue plus lodging model.
• The Red Lion Inn: Iconic historic Stockbridge, MA inn with on-site lodging, multiple dining outlets, and banquet/event space marketed heavily to weddings and special occasions in New England.
• Publick House Historic Resort: Historic New England full-service resort in Sturbridge, MA offering on-site lodging, multiple wedding event spaces, restaurant, and banquet catering. Directly comparable in business model, target customer, and integrated venue-plus-hotel-plus-F&B offering.
• Mohonk Mountain House: New Paltz, NY historic all-inclusive Victorian castle resort specializing in destination weddings, with on-site accommodations, multiple restaurants, and large ballrooms — a scaled comparable of Chocksett's integrated wedding model.
• Castle Hotel & Spa: Tarrytown, NY historic castle estate offering luxury weddings, on-site guest rooms, fine dining, and spa — comparable full-service historic wedding venue with destination positioning in the Northeast.
• The Orchards Hotel: Williamstown, MA boutique hotel and event venue serving weddings and small group events in the Berkshires/western Massachusetts market — comparable size and integrated lodging/event offering.
• Cranwell Spa & Golf Resort: Berkshires (Lenox, MA) historic resort combining hotel accommodations, ballroom/event venues, restaurant, and spa — operates full-service wedding packages in the same regional New England wedding market with comparable capacity.

Broad incumbents

• The Omni Grove Park Inn: Large-scale historic Asheville, NC resort with extensive wedding facilities, multiple restaurants, and hundreds of guest rooms — relevant as a scaled incumbent demonstrating the upper bound of the historic-resort wedding category.

Regional players

• The Colonial Hotel: Sister property to Chocksett Inn in Central Massachusetts with cross-promotional relationship; operates complementary wedding and lodging offerings in the same local market under shared ownership.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat5 records

Key risks6 records

Key highlights6 records

Customer concentration

• Instagraminstagram.com/p/DZIPhM1CzNS
• LinkedInlinkedin.com/company/chocksett-inn

Revenue estimate

Valuation estimate

Number of profiles

Subsidiaries1 record

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Chocksett Inn