2022 Services

BOSS Airline


Winner: JetBlue

Boston Logan International Airport, 1 Harborside Drive, Boston 800-538-2583, jetblue.com

Runner Up: Cape Air
Runner Up: Shoreline Aviation 

BOSS Campground


Winner: Sandy Pond Campground

834 Bourne Road, Plymouth, 508-759-9336, sandypond.com

Located three miles from the Cape Cod Canal, Sandy Pond Campground offers 200 wooded and open campsites in a natural setting. Convenient to local sight-seeing and golf courses, this family-friendly vacation destination features a sandy beach along the spring-fed Sandy Pond, ideal for swimming, boating and fishing, as well as full-service campground amenities.

Runner Up: Ellis-Haven Campground

BOSS Car Wash

Car Wash

Winner: Crystal Clear Detail

1775 Ocean St., Bay #6, Marshfield, 339-236-6752 facebook.com/CrystalClearDetailMA

Crystal Clear Detail restores cars to their former glory, from paint corrections to full interior and exterior detailing services. Founder and owner Chris Tramonte has more than eight years of experience in the detailing business and has worked with all types of cars, including vintage and high-end sports models.

Runner Up: VERC Briteway Carwash 

BOSS Cleaning Service

Cleaning Service

Winner: The Clean Team

45 Pembroke St., Kingston, 781-585-4678, thecleanteam.net

Runner Up: The House Keepers of MA

BOSS Coworking Space

Coworking / Office Space

Winner: The Collective Co.

400 Gannett Road, N. Scituate 339-526-2310, theccsouthshore.com

The Collective Co. provides local
women with a bright and beautiful space where they can work remotely and make meaningful connections. Beyond coworking, this business aims to cultivate a sense of community through its membership, curated events and inspiring workshops that help women thrive both personally and professionally.

Runner Up: The Hive

BOSS Cleaning service-2

Dry Cleaner

Winner: Dependable Cleaners

Multiple Locations, dependablecleaners.com

Runner Up: Lapels Dry Cleaning

BOSS Financial Services

Financial Planner

Winner: McNamara Financial

1020 Plain St., Marshfield, 781-834-2010 mcnamarafinancial.com

Runner Up: BostonPremier Wealth, LLC

BOSS Florist


Winner: Flowers By Maryellen

1179 Ocean St., Marshfield, 781-837-8334 flowersbymaryellen.com

A family-run florist that offers fresh flowers and a dynamic array of arrangement styles, from traditional to contemporary, Flowers By Maryellen creates beautiful floral designs for all occasions, including weddings, graduations, birthdays, anniversaries, and funerals. Customized bouquets and baskets are available for delivery, or visit this family-owned shop for personalized service.

Runner Up: Consider the Lilies
Runner Up: Flair! Floral & Event Design

BOSS Resort


Winner: Mirbeau Inn & Spa

35 Landmark Drive, Plymouth, 877-647-2328 plymouth.mirbeau.com

Runner Up: The Inn at Scituate Harbor

BOSS Insurance

Insurance Agency (Home, Auto)

Winner: McSweeney & Ricci Insurance

420 Washington St., Braintree, 781-848-8600, 2021 Ocean St., Marshfield, 781-837-7788, mcsweeneyricci.com

Runner Up: Lallis & Higgins Insurance, LLC

BOSS Insurance-2

Insurance Agency (Life)

Winner: O’Donoghue Insurance Agency

861 Chief Justice Cushing Hwy., Cohasset, 781-545-0222,      788 Washington St., Hanover, 781-659-9988, odinsurance.com

Runner Up: BostonPremier Wealth, LLC
Runner Up: Lallis & Higgins Insurance, LLC

BOSS Insurance-3

Law Firm

Winner: Sherman Law

175 Derby St., Suite 42, Hingham, 781-848-8008 timshermanlaw.com

Sherman Law guides buyers and sellers through the real estate transaction process, from the purchase and sale agreement through closing. The firm’s reliable real estate attorneys and paralegals concentrate exclusively on residential real estate transactions, ensuring a smooth and efficient buying and selling experience.

Runner Up: Dillon & Sullivan, Attorneys at Law

BOSS Limo Service

Livery Service

Winner: Special Occasion Limousine & Coach

61 Camelot Drive, Plymouth, 508-558-7805 plymouthcoach.com

Special Occasion Limousine & Coach offers 24/7 car service to the South Shore, Greater Boston, Cape Cod and beyond. Transportation packages are available for weddings, prom, and casino outings, as well as hourly rentals for other special occasions. Its large fleet of vehicles includes luxury limousines, town cars and SUVs.

Runner Up: Coastal Livery Transportation Services


Local Bank 

Winner: Rockland Trust Bank

288 Union St., Rockland, 508-732-7072, rocklandtrust.com

Runner Up: South Shore Bank

BOSS Meal Service

Meal Delivery Service

Winner: Quincy Eats

617-657-9864, quincyeats.com

Runner Up: Kyndra’s Kitchen

BOSS Mortgage

Mortgage Broker

Winner: loanDepot Team Jessica Celia

306 Washington St., Suite. 202, Norwell, 617-407-2524, loandepot.com

Branch manager Jessica Celia and the team at loanDepot are focused on creating a straightforward mortgage lending experience with a customer-centric approach. Offering a wide range of loan products, the loanDepot team is prepared to help clients find the ideal loan solution to meet their specific needs.

Runner Up: Duxbury Mortgage Services

BOSS Organization

Organization Service

Winner: Sorted Spaces by Pam

617-595-5459, mycrd.is/Sortedspaces

Runner Up: StyledNeatly

BOSS food

Personal Chef Services

Winner: Clandestine Kitchen Private Chef Services (Courtney Doyle)


Owned by Chef Courtney Doyle, Clandestine Kitchen delivers locally sourced, locally made cuisine to communities on the South Shore. In addition, the talented culinary team offers in-home private chef services for special-occasion dinners and small parties, all prepared on-site and served to guests. Drop-off catering services are also available.

Runner Up: Chef Abby Gray

BOSS Pet Services

Pet Services

Winner: Groom With Me

Hull, 781-783-4989, groomwithme.com

Previously known as Zoomin Groomin, this mobile dog spa service travels to homes throughout the South Shore for the comfort of pets and the convenience of their owners. Groom With Me offers high-quality care and attention to detail. Each grooming includes a thorough exam, bath, brush-out, blow-dry, ear-cleaning (as needed), and nail clipping.

Runner Up: The Bark Club

BOSS Pet Specialty Store

Pet Specialty Store

Winner: Devine Feed And Pet

711 Main St., Norwell, 781-987-1565, devinefeedandpet.com

Runner Up: Fetch 02025 

BOSS photography

Photographer (Family)

Winner: Capture by Caitlin

857-288-9277, capturebycaitlin.com

Runner Up: Christina Runnals Photography

BOSS photography-2

Photographer (General)

Winner: Portrait Photographer Sarah Hinchey

Hingham, 617-997-6604, sarahhinchey.com

Runner Up: Kjeld Mahoney Photography

BOSS Real Estate-2

Real Estate Agency (Company)

Winner: Jack Conway Realtors

183 Columbia Road, Hanover, 781-871-0080, jackconway.com

This independently owned, full-service real estate agency offers a one-stop-shop suite of services, from buying and selling to financial services, vacation rentals, and its own Conway School of Real Estate. Established in 1956, Jack Conway has offices throughout the South Shore and experienced agents in every community.

Runner Up: Jane Coit Real Estate

BOSSReal Estate

Real Estate Agent (Individual)

Winner: Susie Caliendo at Waterfront
Realty Group

397 Washington St., Duxbury, 781-934-7030, waterfrontrealtyma.com

Licensed Real Estate Agent Susie Caliendo puts her real estate expertise to work in helping home buyers find the perfect property on the South Shore. Waterfront Realty Group specializes in South Shore and Duxbury real estate, including exceptional waterfront properties.

Runner Up: Brita Sheehan at Coldwell Banker

BOSS real estate

Real Estate Team

Winner: The Liz Bone Team, South Shore Sotheby’s International Realty

459 Washington St., Duxbury, 781-934-2000 sothebysrealty.com

Liz Bone is the owner broker of South Shore Sotheby’s International Realty, bringing more than 37 years of experience in the local real estate business. She offers a stress-free, informed and positive experience throughout the buying and selling process.

Runner Up: The Guimaraes Group RE/MAX Real Estate Center

BOSS Resort


Winner: Mirbeau Inn & Spa

35 Landmark Drive, Plymouth, 877-647-2328 plymouth.mirbeau.com

Runner Up: Nantasket Beach Resort

BOSS seamstress

Seamstress / Tailor

Winner: Lisa Marie’s Boutique

415 Plain St., Marshfield, 781-834-9477, lisamarieboutique.com

Runner Up: Michael’s of Boston For the Bride

BOSS Senior Living

Senior Living Community

Winner: Linden Ponds Senior Living Community

300 Linden Ponds Way, Hingham, 781-337-2255, ericksonseniorliving.com

Runner Up: The Village at Duxbury

BOSS travel

Travel Agency

Winner: Susan Peavey Travel, Inc.

Marshfield, 781-319-1960 | Harwich Port, 508-432-6200 susanpeaveytravel.com

Firsthand travel knowledge is very important to the Susan Peavey travel team – they strive to stay in the same hotels and fly the same airlines as their clients. From destination weddings to honeymoon hot spots, from Caribbean cruises to Disney vacations, Susan Peavey Travel can help you take a vacation from vacation planning.

Runner Up: Sheer Travel

BOSS Animal Hospital


Winner: Marshfield Animal Hospital

490 Plain St., Marshfield, 781-837-5005, marshfieldanimal.com

Runner Up: Court Street Animal Hospital                            Runner Up: South River Veterinary Service