6 Stunning Corporate Retreat Locations in Massachusetts for 2024
Welcome to the world of corporate retreats in Massachusetts! Get ready to uncover the gems of the Bay State with TeamOut.
Whether you're hungry for some time off at Herring Cove Beach or seeking the thrill of biking on the Shining Sea Bikeway, Massachusetts offers experiences that suit every team's preferences.
Gather your team for a trip to Lenox town or hike one of the guided treks along the Appalachian Trail or Mount Greylock. From the famous landscapes of Martha’s Vineyard to the TD Garden arena, Massachusetts promises a balance of adventure and relaxation.
Let TeamOut guide you through the top 6 retreat locations in Massachusetts for an outstanding team outing!
Check-in at AutoCamp Cape Cod, between Falmouth and Woods Hole, a haven surrounded by Atlantic beaches and fall foliage.
Gather your team for a boutique camping experience immersed in nature. Accommodations include 31-foot airstreams, cabins, or luxury tents. Airstreams feature a sitting room, full private bathroom, and kitchenette.
Enjoy a private fire pit with a grill. Savor culinary delights at The Kitchen, crafted by local chefs, or grab artisanal beverages at the General Store. Don’t miss the buttery lobster rolls around the campfire for a full camping experience!
Host meetings at The Bridge Room, a 1,200 sq ft room with a 1,000 sq ft terrace or at Helm Lawn, with 8,000 sq ft of outdoor space. Relax with on-site stargazing or explore nearby Herring Cove Beach and historic towns of Falmouth or Woods Hole.
AutoCamp Cape Cod is an oasis immersed in nature perfect for outdoor enthusiasts!
📍 Location:
Cape Cod, Massachusetts
🛫 Logistics:
41 miles from New Bedford Regional Airport
23 miles from Cape Cod Gateway Airport
🏠 Property feature:
Accommodation in airstreams, cabins, or luxury tents
Welcome to Wequassett Resort and Golf Club, a coastal retreat in the heart of Cape Cod.
Choose from a variety of accommodations, including suites, cottages, villas, and private homes, all nestled along the Pleasant Bay. Try the culinary delights at Twenty-Eight Atlantic, where Chef James Hackney crafts organic coastal cuisine. For a more casual dining experience, head to Thoreau’s, a pub-style tavern, perfect for intimate gatherings.
With multiple indoor and outdoor meeting spaces, including the 2750-sq ft Grand Pavilionand the Cape Villa facility, Wequassett is the ideal setting for business meetings or private dinners for up to 320 guests.
Dive into team activities like exploring the Chatham Lighthouse with Capt John, relaxing by the outdoor pool, or teeing off at the tennis court. Whatever the season, Wequassett offers your team a tailored retreat experience!
With multiple indoor/outdoor meeting spaces, your team will have access to all the facilities they need overlooking a stunning view!
📍 Location:
Harwich, Massachusetts
🛫 Logistics:
17 miles from Cape Cod Gateway Airport
48 miles from Nantucket Memorial Airport
67 miles from Martha’s Vineyard Airport
🏠 Property feature:
Accommodation in suites, cottages, villas, and private homes
Multiple indoor/outdoor meeting spaces
2750-sq ft Pavilion
18-hole tennis court
Outdoor pool
🔎 What to explore:
Biking the Cape Cod Rail Trail
Private Kayak Tour at the Monomoy River
Pleasant Bay
Lighthouse tour to Chatham Lighthouse
Cape Cod Jazz & Arts Festival (Summer)
3. Canyon Ranch Lenox: The Ultimate Wellness Retreat in the Heart of Lenox
Get your team together for a wellness, adventure, and luxury experience at Canyon Ranch Lenox, a resort and spa in Western Massachusetts. Featuring 100,000 square feet dedicated to your wellbeing, choose from spa treatments, fitness classes, nutrition sessions, and workshops tailored to your needs.
Discover 50 guided treks, from the Appalachian to Mount Greylock, visit Lenox town or stop by landmarks like the Normal Rockwell Museum. Engage in team-building with outdoor sports like hiking, biking, and kayaking, or tackle the High Ropes Challenge Course.
Fuel up at Canyon Ranch Grill for regional dishes or Culinary Rebel for snacks. Experience a combination of nature and luxury in a retreat that fosters teamwork in a relaxing atmosphere.
With over 100,000 sq ft dedicated to your team’s wellbeing, this is the ideal haven for relaxation and rejuvenation.
📍 Location:
Lenox, Massachusetts
🛫 Logistics:
52 miles from Albany International Airport
67 miles from Bradley International Airport
🏠 Property feature:
On-site spa
On-site fitness center
Tennis courts
100,000 sq ft of wellbeing space
🔎 What to explore:
Lenox town
Guided treks - Appalachian trail and Mount Greylock
Nestled in the Pinehills community, Mirbeau Inn & Spa Plymouth offers a slice of French elegance in the heart of New England. Boasting 50 guest rooms, the resort is located 5 miles from Boston's South Shore Beaches.
For corporate gatherings, explore six versatile event spaces like Henri-Marie and Giverny Salon, or relax at the casual Garden Bar for team drinks. Take part in team activities like Reiki Healing or Yoga Therapy, or dive in the outdoor whirlpool before enjoying an al fresco lunch on the Aqua Terrace.
Try delicacies at The Bistro & Wine Bar, where French-inspired cuisine meets New England flavors, with vistas of the Monet Garden. Challenge your team to a round of golf at Pinehills Golf Club or explore nearby attractions like Priscilla Beach and Myles Standish Forest, each just a short drive away.
If you’re looking to relax and rejuvenate, this is the one! Take part in yoga sessions, reiki therapies and nutrition consults!
📍 Location:
Plymouth, Massachusetts
🛫 Logistics:
40 miles from New Bedford Regional Airport
49 miles from Boston Logan International Airport
24 miles from Cape Cod Gateway Airport
🏠 Property feature:
50 guest rooms
6 event rooms/spaces
Two main buildings: Manor House and the Guest House
16,500 sq ft spa & fitness studio
Golf course
Heated and outdoor pool
🔎 What to explore:
Priscilla Beach and White Horse Beach
Myles Standish Forest - features 13 miles of trails
Welcome to Beauport Hotel Gloucester’s coastal charm, situated on Cape Ann's Gloucester Harbor.
Featuring 94 seaside rooms, this location offers New England luxury with ocean views, just under 40 miles from Boston. Boasting 10,000 square feet of event space, host meetings of every size, up to 300 participants, against the backdrop of the Atlantic Ocean! Can you think of a better setting?
Try the creative catering menus with your team, crafted by Chef Jonathan Mckechnie at 1606 Restaurant & Oyster Bar, complete with an oceanfront deck. Relax at the Adults Only Birdseye Rooftop Pool & Bar after a day of team bonding.
Make the most of Cape Ann and explore nearby attractions like Bearskin Neck and Rocky Neck Artist Colony. This might well be the corporate retreat of your dreams!
Ocean views and 10,000 sq ft of event space: What else could your team ask for?
📍 Location:
Gloucester, Massachusetts
🛫 Logistics:
34 miles from Boston's Logan Airport
🏠 Property feature:
94 guest rooms
10,000 square feet of event space (10-300 guests)
Adults-only rooftop pool & bar
🔎 What to explore:
Downtown Gloucester
Cape Ann, Wingaersheek beach, Good Harbor beach
Towns of Essex, Manchester-by-the-Sea, and Rockport
Looking to spice up your corporate retreat? Sonder 907 Main in Central Square, Cambridge, is the perfect pick! Located in the 907 Main complex, this hotel offers style, convenience, and privileged location - all in one!
Access the VIM Fitness just two blocks away and keep your team up and running! Explore Massachusetts Avenue's mix of shops, eateries, and bars, right at your doorstep. Ideal for groups, Sonder 907 Main offers a minimum of 10 room reservations with no maximum limit. And with the hotel's handy app, it’s easy to manage your stay - from check-in to Wi-Fi access.
For team-building, visit Johnston Gate, take a Boston Citywalk, or tour the prestigious MIT and Harvard University campuses.
Sonder central square
📍 Location:
Cambridge, Massachusetts
🛫 Logistics:
5 miles from Boston Logan International Airport
58 New Bedford Regional Airport
72 miles from Barnstable Municipal Airport Parking
🏠 Property feature:
Fitness center nearby (partnership with the hotel)
Minimum 10-room reservation for groups
🔎 What to explore:
Harvard University & Harvard Museum of Natural History
Memorial Church
MIT - Massachusetts Institute of Technology
Johnston Gate
Boston Citywalk: personalized walking tour
The Must Do Team-Building Activities in Massachusetts
Get ready for an action-packed team outing across Massachusetts, tailored by TeamOut!
Take a group tour of the prestigious campuses of Harvard University and MIT or visit the towns of Essex and Manchester-by-the-Sea. Explore the landscapes surrounding Hammond Castle or choose to gather your team and hike along the trails of Myles Standish Forest.
For some team bonding, pedal your way through the Cape Cod Rail Trail or stop by Cape Ann to take in the fantastic views.
Whatever your team is looking for - relaxation or adventures - Massachusetts has it! So, take a look at best group activities we compiled for you:
Outdoor Activities:
Explore the Rocky Neck Artist Colony: Located in Gloucester, Rocky Neck is home to one of the oldest continuously operating art colonies in the United States! Known for its cultural history and a spirited community, this is a great team activity for art lovers!
Discover the Area of Cape Ann: Cape Ann includes four communities - Gloucester, Rockport, Essex and Manchester-by-the-Sea. Don’t miss the Fishermen's Memorial Monument and Hammond Castle!
Get to Know Pilgrim Memorial State Park: This waterfront park, home to historic Plymouth Rock and the Mayflower II museum, draws more than 1 million visitors each year. Prepare to be amazed by the stunning views!
Hiking at Myles Standish Forest: Featuring 13 miles of trails and sprawling over 12,400 acres, Myles Standish State Forest is the largest public open space in southeast Massachusetts! There are hiking and biking trails for different levels!
Take a Tour of Chatham Lighthouse: Climb the 44 winding steps with your team to be rewarded by stunning, panoramic views of the surrounding water and beaches!
Go to the Cape Cod Jazz & Arts Festival: Taking place in the Summer, the public is warmly welcomed to join us for live jazz, drinks, and dinner overlooking Pleasant Bay.
Biking the Cape Cod Rail Trail: The trail starts in Yarmouth and runs through Dennis, ending in Wellfleet. It’s more than 25 miles long and largely flat with the occasional elevation change. It’s a perfect choice for rookie riders and senior cyclists.
Take a Private Kayak Tour at the Monomoy River: Explore over 64 acres of untouched water. A round trip is approximately 3.5 miles. This adventure may be best-suited for those with previous paddling experience, as there are sometimes strong winds and currents.
Beach Volleyball Tournament at White Horse Beach: Organize a beach volleyball tournament at White Horse Beach, encouraging a friendly competition among your team members! Fun and sports, what else?
Canopy Zip Line Tour at Berkshire East Mountain Resort: Experience an adrenaline-pumping canopy zip line tour at Berkshire East! Adventure seekers will love this team-building activity!
Indoor Activities:
Escape Room Challenge at Escape Games Worcester: Work together to solve puzzles and escape themed rooms within a set time limit. Don’t miss Conspiracy, one of the suspense investigation games!
Indoor Rock Climbing at Central Rock Gym in Hadley: Challenge your team to conquer indoor rock climbing walls of varying difficulty levels, fostering teamwork and camaraderie. Central Rock Gym provides a world class indoor rock climbing, fitness, and community experience in state-of-the-art facilities.
Interactive Theater Workshop at Improv Asylum: Improv Asylum can help you and your team achieve your goals! Perfect to improve improvisation skills and foster a sense of community!
Mixology Class at The Hawthorne: Take a 2-hour class and learn the art of mixology with a hands-on class at The Hawthorne, promoting teamwork and creativity! Disclaimer: You’ll play games in between the cocktails.
Want to Plan your Next Offsite in Massachusetts? Ask our Experts
You've learned about how Massachusetts' team-building activities can elevate your corporate retreat to a new level. Are you ready to trust us with your next offsite?
Discover the electrifying team outings awaiting you across Massachusetts with TeamOut! From strolling through Downtown Gloucester to visiting historic landmarks like Pilgrim Memorial State Park, we’ve got your back!
Whether you need a break from the office and prefer to unwind at White Horse Beach, or immerse yourself in art at the Norman Rockwell Museum, our retreats are always tailored to your preferences, profile, and budget!
All you have to do is focus on making core memories - we’ll do the rest!
Book a free call today!
Talk to one of our experts and get ready for an adventure-packed retreat in the Bay State!
Thomas Mazimann, a French entrepreneur and former international kayaking athlete, transitioned from sports to tech after moving to the U.S. He co-founded TeamOut, revolutionizing team gatherings.
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