TOP 10 Business travel accommodations in Gloucester, Massachusetts

Cape Ann Travel Services is a premier travel agency located in Gloucester, Massachusetts. With a convenient location at 20 Birch Grove Heights, our experienced team of travel experts is dedicated to providing personalized and tailored services to meet all of your travel needs. Whether you are planning a family vacation, a romantic getaway, or a business trip, we are here to help you every step of the way. From booking flights and accommodations to arranging tours and activities, Cape Ann Travel Services is your one-stop shop for all your travel planning needs. Contact us today to start planning your next adventure!

The Friki Tiki of Gloucester Harbor offers island-style vibes on enchanting Gloucester Harbor in Massachusetts, United States. Perfect for special occasions such as birthdays, bachelor and bachelorette parties, retirement celebrations, and company parties, this unique venue can accommodate up to 20 people. Guests are welcome to bring their favorite snacks and beverages, including alcohol, and can even bring their own playlist for the Bluetooth enabled speaker on board. Choose from a 90-minute Harbor Cruise or Annisquam River Cruise, where you can enjoy picturesque views of Gloucester Harbor, the fishing fleet, Ten Pound Island, Rocky Neck Art Colony, Annisquam River, Three Bridges, Annisquam Lighthouse, and more. The vessel, "The Friki Tiki," is equipped with an onboard bathroom, coolers with ice provided, and a capacity for 20 people. The locally owned and operated business is run by Captain Mark Sinkinson and Captain Forrest, both experienced and certified boat captains. Public cruises are available for booking up to 21 days prior to departure, with options for rescheduling or refunds in case of cancellations. Experience the beauty of Gloucester Harbor and Annisquam River with a fun and relaxing cruise on The Friki Tiki.

Harborview Inn, located at 71 Western Avenue in Gloucester, Massachusetts, offers comfortable lodging with a stunning view overlooking Stacy Boulevard and Gloucester’s outer harbor. As America’s oldest and most scenic working waterfront, guests can enjoy easy access to beaches, museums, downtown galleries, shops, and restaurants within walking distance. Owned and operated by John, a lifelong resident of Cape Ann, guests can expect a warm welcome and insider’s perspective on the area. Most rooms feature a breathtaking harbor view, private baths, cable TV, and air conditioning. Guests can enjoy a complimentary continental breakfast with fresh fruits and pastries from the Cape Ann area.

The Vista is a charming lodging institution located at 22 Thatcher Road in Gloucester, Massachusetts, United States. Situated in a picturesque setting, this cozy retreat offers comfortable accommodations and stunning views of the surrounding landscape. Whether you are looking for a relaxing getaway or a convenient place to stay while exploring the area, The Vista is the perfect choice. With its warm hospitality and inviting atmosphere, this institution is sure to make your stay memorable.

The Colonial Inn is a charming lodging establishment located at 28 Eastern Point Road in Gloucester, Massachusetts. This historic inn offers a cozy and comfortable stay for guests looking to immerse themselves in the rich history and scenic beauty of New England. With its picturesque location near the coast, guests can enjoy stunning views of the ocean while experiencing the warm hospitality and classic charm of a traditional colonial inn. Whether you are visiting for a weekend getaway or a longer stay, the Colonial Inn provides a peaceful retreat in a quaint and historic setting.

Williams' Guest House is a charming lodging establishment located in the picturesque town of Gloucester, Massachusetts. Situated at 136 Bass Avenue, this guest house offers cozy and comfortable accommodations for visitors looking to experience the beauty of the New England coast. The welcoming atmosphere and personalized service make Williams' Guest House the perfect home away from home for travelers exploring the historic streets and stunning beaches of Gloucester. Whether you are seeking a relaxing getaway or a convenient base for exploring the area, Williams' Guest House is the ideal choice for your stay in Massachusetts.

Brynmere is a charming lodging located at 12 Cambridge Avenue in Gloucester, Massachusetts, United States. Nestled in a picturesque setting, Brynmere offers comfortable accommodations and a warm, welcoming atmosphere. Guests can enjoy modern amenities, cozy rooms, and personalized service during their stay. Whether you are traveling for business or pleasure, Brynmere provides a relaxing retreat for all visitors. Experience the beauty of Gloucester and make Brynmere your home away from home.

Sianna Resorts is a luxurious lodging institution located at 50 Gloucester Street in the vibrant city of Boston, Massachusetts. This elegant resort offers top-notch accommodation and exceptional amenities for a relaxing and unforgettable stay. With its prime location in the heart of the city, guests can easily explore the nearby attractions and immerse themselves in the rich culture and history of Boston. Whether you are traveling for business or leisure, Sianna Resorts provides a comfortable and stylish retreat for all guests. Experience the ultimate in hospitality and comfort at Sianna Resorts.

7 Seas Whale Watch, located at 63 Rogers Street in Gloucester, Massachusetts, is a top tourist attraction and travel agency offering daily whale watching trips to the Stellwagen Bank National Marine Sanctuary. Ranked #2 on Tripadvisor's list of top family-fun activities in the world in December 2023, and #1 local attraction based on traveler reviews from 2012-2023, 7 Seas Whale Watch has been providing unforgettable experiences since 1983. With a focus on education, inspiration, and conservation, our tours aim to deepen visitors' understanding and appreciation of the marine environment. Our family-owned business, with three generations of career captains, has a genuine love and respect for the ocean and its inhabitants.

South End Hospitality is a modern and professional management service located in Boston, Massachusetts. Our services are designed to eliminate any stress or worry for property owners and maximize profits. Whether you have a property in Boston, Cape Cod, The Berkshires, or Gloucester, we are dedicated to providing cost-effective vacation rental management services. Our experienced hosts consistently receive five-star ratings, and we strive to be the best management company in the area. With our "Hand Us The Keys" service plan, property owners can sit back and collect profits while we handle pricing, reservations, check-ins, cleaning, laundry, and provide 24/7 on-call staff.