- Bakeries, Holliston
- Bank Supplies & Equipment, Holliston
- Banks, Holliston
- Barbecue Grills & Supplies, Holliston
- Barbers, Holliston
- Bars & Grills, Holliston
- Baseball & Softball Clubs, Holliston
- Bathroom Fixtures, Holliston - Bathroom Faucets, Bathtubs, Sinks, Shower Heads & Fixtures, etc
- Bathroom Remodeling, Holliston - Bathroom Remodel & Planning Services
- Beach & Water Related Services, Holliston
- Beauty Salons, Holliston
- Beer & Wine Stores, Holliston
- Beverage Stores, Holliston
- Bicycle Parts & Accessories, Holliston
- Bicycle Rentals, Holliston - Bike Rental
- Bicycle Repair & Service, Holliston - Bike Repair Shops
- Bicycle Shops, Holliston - Road, Hybrid, Folding, BMX, Electric & Mountain Bikes Stores & Dealers
- Boat Covers, Tops & Upholstery, Holliston
- Boating & Swimming Clubs, Holliston
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- Boats & Yachts, Holliston - Yachts, Sailboats & Boats for Sale
- Book Stores, Holliston
- Books, Magazines & Newspapers Stores, Holliston - Bookstores
- Boutiques & Boutique Items, Holliston
- Brake Service & Repair, Holliston - Brake Pads
- Breakfast Restaurants, Holliston
- Builders & Contractors, Holliston
- Builders & Contractors - More, Holliston
- Building & Home Inspection, Holliston - Real Estate, Building, Land & House Inspection Service
- Building Construction Consultants, Holliston - Construction Management & Consulting
- Building Hardware & Materials, Holliston
- Building Materials, Holliston - Wholesale, Manufacturers, Dealers & Suppliers
- Building Materials & Supplies, Holliston
- Building Site Preparation Contractors, Holliston - Land Preparation & Land Clearing
- Business & Professional Associations, Holliston
- Business & Trade Organizations, Holliston
- Business Legal Services, Holliston
- Business Management Consultants, Holliston
- Business Services, Holliston
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