Top Massachusetts Premiere Hotels

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  Red Lion Inn

  30 Main St, Stockbridge, MA 01262, USA

  • Spaces for 8-100 Guests
  • 7 Hotels
  • 1 Restaurant
  • 7 Total Spaces

  The Red Lion Inn has stood at the corner of Main Street in Stockbridge, Massachusetts since 1773, making it one of New England's longest-continuously operating inns. The property occupies the heart of the village immortalized in Norman Rockwell's painting "Stockbridge Main Street at Christmas" and is managed by Mainstream Hospitality Group. For private events, the inn offers a range of dedicated gathering spaces suited to meetings, dinners, and celebrations of varying scale. The Hitchcock Room, the largest of the private meeting spaces, accommodates up to 96 seated dinner guests and includes an entrance foyer for registration. Smaller rooms — including the Townsend Room, the intimate Plumb Room overlooking the Courtyard, the historically appointed Treadway Room, and the Side Parlor just off the lobby — serve groups from 8 to 48 guests. The flower-filled Courtyard opens seasonally from June through October for outdoor receptions and dining, and the Side Piazza provides a charming porch setting for cocktail receptions. All on-site events are served by the inn's in-house culinary team, whose farm-to-table menus emphasize local Berkshires ingredients. A dedicated Director of Sales guides event planning from first inquiry through the day itself.

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  Best Western Plus New Englander

  1 Rainin Rd, Woburn, MA 01801, USA

  • Spaces for 100-200 Guests
  • 1 Hotel
  • 1 Ballroom

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  Wellsworth Hotel

  14 Mechanic St, Southbridge, MA 01550, USA

  • Spaces for 300-350 Guests
  • 1 Hotel
  • 1 Ballroom

  The Wellsworth Hotel brings more than 160 years of history to its role as a Central Massachusetts event destination. The building once served as headquarters for the American Optical Company — a heritage preserved in the grand marble staircase, original clock tower, and brick facade that define the property's character today. The hotel offers 24,000 square feet of IACC-certified event space, including the Crystal Ballroom, which can host up to 300 guests and divides into three separate rooms for smaller gatherings or breakout sessions. Visions Restaurant, with its floor-to-ceiling windows overlooking a courtyard, provides a setting for rehearsal dinners and private dining, while the hotel's grounds and courtyard offer outdoor ceremony options with the restored historic facade as a backdrop. An on-site wedding planning team, full-service catering, and 203 guest rooms with available group rates make the Wellsworth a natural choice for multi-day celebrations in the Sturbridge area.

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  Westford Regency Inn and Conference Center

  219 Littleton Rd, Westford, MA 01886, USA

  • Spaces for 98-400 Guests
  • 1 Hotel
  • 1 Theater
  • 1 Convention Center

  The Westford Regency Inn & Conference Center is a full-service hotel and event venue in Westford, Massachusetts, situated off Interstate 495 between Boston and the Merrimack Valley. The property combines Old New England charm with contemporary hospitality across 18,000 square feet of indoor event space and a seasonal 6,000-square-foot outdoor tent. At the center of the venue's wedding and celebration offerings is the newly renovated Regency Ballroom, appointed with crystal chandeliers and 14-foot ceilings. A Grand Foyer adjacent to the ballroom provides a natural setting for cocktail hours before guests move into the main reception. All-inclusive wedding packages include a personal consultant, in-house catering, and discounted room rates across 193 hotel rooms and suites for wedding-party guests. For meetings and conferences, the Concord Amphitheater seats 98 and is recognized as one of the few venues of its kind in the Westford area. Twenty additional function rooms — including a dedicated boardroom — scale from small breakout sessions to multi-day events accommodating 900 or more guests. Professional audiovisual support, complimentary self-parking, and complimentary wireless internet are available throughout the property.

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  The Dennis Inn

  25 Scarsdale Rd, Dennis, MA 02638, USA

  • Spaces for 250 Guests
  • 1 Hotel
  • 1 Ballroom

  For almost 35 years, the Dennis Inn, located in the tranquil seaside community of Dennis, MA, has provided a wonderful location for weddings, receptions, family reunions, holiday parties, and many other celebratory occasions. Treats Catering, our sister company, is the sole caterer for all events held at the Dennis Inn. If you want to have an unforgettable Cape Cod celebration, come to the Dennis Inn and join us. Because the Dennis Inn only accommodates one wedding reception per day, you will have complete freedom to design your day around you, with full access to the Inn and grounds. With a large tent on our wide grounds, we can accommodate up to 250 guests for indoor gatherings and up to 100 visitors for outdoor functions. The Inn also features a wonderful suite of rooms on the second floor that can accommodate up to eight guests. Three bedrooms, two bathrooms, a kitchen and entertainment area, and a powder room make up this wedding suite. A beautiful in-ground pool and wide back yard complete out the Inn's amenities, perfect for entertaining the day before the wedding or hosting a farewell brunch the day after. Saturday receptions require a minimum of 100 guests from Memorial Day through Columbus Day. The Inn offers a discounted rate for receptions without overnight accommodations. Because we are open all year, we can also accommodate Friday, Sunday, and off-season receptions. We also provide special packages for occasions such as Valentine's Day, New Year's Eve, and Sunday Brunches. We're pleased to make recommendations for flowers, photographers, and any other vendors you might require. We'll work with them to incorporate all of the things you've envisioned so that the day is truly unique. Please contact the Dennis Inn with your wedding needs, and we will assist you in planning the wedding of your dreams.

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  Omni Parker House

  60 School St, Boston, MA 02108, USA

  • Spaces for 65-400 Guests
  • 7 Hotels
  • 1 Bar
  • 7 Total Spaces

  Omni Parker House has been a renowned landmark in downtown Boston since 1855, combining old-world beauty and elegance with all of the modern conveniences of a world-class business. Our hotel is located along the Freedom Trail and at the foot of Beacon Hill, Boston Common, Quincy Market, and Faneuil Hall Marketplace in downtown Boston, Massachusetts. Omni Parker House, being one of Boston's historic landmarks, exudes a personality as renowned and distinct as the city itself. We provide one of the best experiences in the country for leisure and business travelers equally, with classic style, modern conveniences, and customized service. MEETINGS The Omni Parker House, with its 551 rooms, combines history and service to offer an outstanding conference venue in Boston. Omni Parker House, America's oldest continually operating hotel, has hosted celebrities from the arts, politics, and business since 1855. The hotel is an internationally famous classic located on Boston's historic Freedom Trail, with 18 meeting rooms totaling 23,000 square feet, including the 3,513 square foot re-imagined opulent Rooftop Ballroom with stunning views of the city skyline. When business pulls you to Boston, Omni Parker House has the ideal meeting space. WEDDINGS The historic Omni Parker House in Boston is the ideal setting for your dream wedding. As soon as you walk through the doors of this opulent hotel, you are surrounded by historic charm and timeless beauty. Since 1855, Omni Parker House has been one of the most sought-after Boston wedding venues thanks to its stunning settings and exceptional service.

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  The Colonial Hotel

  625 Betty Spring Rd, Gardner, MA 01440, USA

  • Spaces for 300-400 Guests
  • 2 Hotels
  • 1 Ballroom
  • 2 Total Spaces

  The Colonial Hotel is a hotel and event venue in Gardner, Massachusetts, offering indoor and outdoor spaces for weddings, corporate gatherings, and private celebrations. The property's formal interiors include a grand staircase and chandelier-lit lobby, while outdoor grounds feature a wooden pergola and landscaped gardens suited to ceremonies and cocktail receptions. The venue's Ballroom accommodates up to 400 guests, and an outdoor tent provides a covered setting for events of up to 300. On-site hotel accommodations allow guests to stay on the property, and The Colonial Grille — the hotel's full-service restaurant — serves contemporary American cuisine and cocktails, making it a natural gathering point for rehearsal dinners and pre- or post-event meals.

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  Encore Casino

  1 Broadway, Everett, MA 02149, USA

  • Spaces for 300 Guests
  • 1 Hotel
  • 1 Ballroom

  With five-star dining, gaming, shopping, and other amenities, Encore Boston Harbor is a premier Boston hotel resort destination. At every turn, you will receive impeccable service. On every level, the ambiance is enchanting. Come and experience the thrills and spills of our spectacular Boston casino. Get lost in the tranquility of our luxurious spa or stroll along our waterfront Harborwalk. Take in the breathtaking views from the comfort of our elegantly appointed rooms and suites. Everything was created with the goal of providing our valued guests with the most memorable experience possible. In the heart of the historic Boston Harbor, Encore Boston Harbor is located on 33 acres only five miles from Logan International Airport, and it is connected to the rest of the city by our own fleet of Encore Boston Harbor water shuttles. Its 50,000 square feet of cutting-edge meeting and event space, which includes a 37,000 square-foot divisible grand ballroom, 10 customizable meeting spaces, 15 restaurants and lounges, and 650 square-foot hotel rooms—the largest guest rooms in the city—allows it to accommodate any event, from a large international conference to a small wedding. A 21,000 square-foot waterfront event lawn distinguishes Encore Boston Harbor as one of the country's grandest event venues. All of our thoughtfully appointed spaces are located on a single level with views of the harbor, and we have a full-service restaurant and bar. Our spectacular waterfront location, complete with lush gardens and lawns, a picturesque gazebo, sophisticated ballrooms, and restaurants, is tailor-made for the ultimate grand (or intimate) wedding ceremony and celebration. If you prefer, you can exchange your vows in our Picasso Ballroom, which can be configured to accommodate any size gathering, or in our intimate gazebo with a view of Boston Harbor. A seamless transition between the ceremony and reception will be created by our talented wedding specialists using the work of our award-winning master cake artists and imaginative florists. Featuring everything from elegant guest rooms and suites to a day of pampering with your wedding party in our spa, as well as your rehearsal dinner and champagne brunch in one of our restaurants, Encore Boston Harbor's custom weddings are effortless, elegant, and tailored to your style. For more information, please contact us. Invite you to come and be our guest, and allow our team of chefs and event planners to make your dreams a reality.

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• Four Points by Sheraton Eastham Cape Cod

  3800 State Hwy, Eastham, MA 02642, USA

  • Spaces for 30-200 Guests
  • 4 Hotels
  • 1 Ballroom
  • 3 Meeting Spaces

  Four Points by Sheraton Eastham Cape Cod is a recently renovated hotel situated two miles from the Cape Cod National Seashore, with four flexible event spaces totaling 7,120 square feet. The flagship Billingsgate Ballroom spans 3,500 square feet and seats up to 250 guests for banquets or up to 200 for receptions. The Marconi Room accommodates up to 130 for seated events, while the Mayflower Room and Eastham Windmill Room serve intimate gatherings of up to 40 and 30 guests respectively. Professional event planning and culinary teams support a range of occasions — from rehearsal dinners and bridal showers to post-wedding brunches and full receptions.

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• DoubleTree by Hilton Boston North Shore

  50 Ferncroft Rd, Danvers, MA 01923, USA

  • Spaces for 1,000-1,200 Guests
  • 1 Hotel
  • 1 Ballroom

  The DoubleTree by Hilton Hotel Boston North Shore is a full-service hotel and event venue in Danvers, Massachusetts, offering 25 versatile meeting and event spaces. The property's flagship room is the Grand Ballroom — a 10,000-square-foot space with a built-in dance floor that accommodates weddings and receptions for up to 1,000 guests, making it the largest wedding venue on Boston's North Shore. Smaller rooms, including the intimate Oak Boardroom, extend the venue's range to accommodate groups of every size. All event spaces include modern A/V technology, WiFi, and catering services. A dedicated Weddings Manager and Wedding Room Block Manager work with couples through ceremony and reception planning, with a full selection of packages available. The hotel's 363 guest rooms offer on-site accommodations for multi-day celebrations.

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• Four Points by Sheraton Wakefield Boston Hotel & Conference Center

  1 Audubon Rd, Wakefield, MA 01880, USA

  • Spaces for 30-350 Guests
  • 6 Hotels
  • 1 Ballroom
  • 5 Meeting Spaces

  Four Points by Sheraton Wakefield Boston Hotel & Conference Center is an IACC-certified hotel and conference destination situated 12 miles north of downtown Boston along I-95 at exit 60. Originally built in 1965 and fully renovated in 2019, the property offers 19 flexible event spaces totaling 18,896 square feet — one of a select group of venues worldwide to hold certification from the International Association of Conference Centers. The Colonial Ballroom anchors the event program, offering 3,248 square feet with banquet seating for up to 300 guests and a dedicated dance floor. The space divides cleanly into Colonial I and Colonial II for smaller, independent gatherings. A pre-function Grand Foyer serves cocktail receptions and registration before main events. All meeting rooms are equipped with built-in A/V capabilities, including LCD projectors with dropdown screens. The hotel's 280 guest rooms and suites, on-site restaurant, fitness center, and complimentary parking make it well-suited for multi-day conference programs and overnight event guests.

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• DoubleTree by Hilton Hotel Boston – Milford

  11 Beaver St, Milford, MA 01757, USA

  • Spaces for 700 Guests
  • 1 Hotel
  • 1 Ballroom

  The DoubleTree by Hilton Hotel Boston - Milford is a full-service hotel in Milford, Massachusetts, offering more than 10,000 square feet of flexible event space across eight meeting rooms. The signature Grand Ballroom accommodates up to 700 guests, making it a versatile setting for weddings, galas, and large corporate gatherings. The hotel's event team includes a certified social wedding planner, an experienced chef, and dedicated banquet staff, supported by a full Convention Services Department. Gourmet catering menus are available for private events, and all event spaces feature A/V equipment and WiFi. On-site dining and the hotel bar Legends round out the full-service experience for guests staying overnight or arriving for daytime events.

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