Massachusetts is strikingly beautiful in autumn. When summer ends and leaves start to change, this state transforms into a canvas of vibrant reds, oranges, and golds. While Boston’s cityscapes and Mount Auburn Cemetery offer elegance, there’s a world of scenic beauty beyond. From rolling mountains to coastal dunes, here are 14 unforgettable fall destinations across Massachusetts.
1. Martha’s Vineyard
This island off Cape Cod, known for its sandy beaches, becomes a fall gem. Woods and marshlands glow with autumn hues. A lighthouse-lined car ferry ride through crisp air completes the experience
2. Cape Cod National Seashore
Stretching along the Atlantic, this seashore combines beach walks with golden coastal colors. Sunlit dunes reflect the changing leaves, offering a peaceful escape .
3. The Berkshires & Mount Greylock
The Berkshires light up in October, around towns like Pittsfield and North Adams Mount Greylock, the state’s highest peak at 3,489 ft, provides sweeping views over forests stained in autumn tones
4. Williamstown & Naumkeag
In Berkshire County, Williamstown is home to Naumkeag, a Gilded Age estate with terraced gardens showcasing sculpted fall landscapes
5. Shelburne Falls & High Ledges Wildlife Sanctuary
Famous for the nearby Bridge of Flowers, this region’s fall colors are best viewed from High Ledges Sanctuary. Its cliff top overlooks Mt. Greylock and bursts of golden foliage
6. Mohawk Trail & Shelburne Falls
One of the most scenic drives in the state, the Mohawk Trail winds through forests and historic towns like Shelburne Falls and features the iconic Bridge of Flowers
7. Fruitlands Museum & Harvard Hills
In Harvard, the Fruitlands Museum offers woodland trails where art, history, and fall foliage meet, ideal for a peaceful walk in rich autumn hues
8. Monument Mountain, Great Barrington
This quartzite peak offers short hikes with big vistas. Panoramic views of Berkshire mountains and fall forests await
9. Rocky Woods, Medfield
With miles of diverse terrain, Rocky Woods is perfect for fall strolls. Its rolling trails and woodland views earn it a spot among local favorites
10. Mount Holyoke Summit
Overlooking the Connecticut River Valley, Mount Holyoke in the Pioneer Valley features an auto road and trails through sub-alpine forests that explode in color
11. Plum Island & Parker River Refuge
This coastal barrier island offers golden dunes and marshes. Visit for birding and the scenic beach plum dunes
12. Mount Auburn Cemetery, Cambridge
America’s first garden cemetery becomes an arboretum during fall. With winding paths and a historic tower, it’s one of the area’s best urban leaf spots
13. Mohawk Trail (again)
This historic byway is worth a second mention—its twists through New England’s forests make it one of the state’s most memorable autumn rides .
14. Boston’s Charles River Esplanade
Extend your fall tour with a stroll or canoe trip on the Charles River. Franklin Park and nearby forested areas show off Boston’s autumn beauty .
Best Time to See Fall Colors
In Massachusetts, fall colors peak between mid-October to early November, depending on elevation and weather . The Berkshires, Mohawk Trail, and Mount Greylock shine in late October. Coastal areas like Cape Cod and Martha’s Vineyard bloom earlier or later depending on local conditions.
Tips for Your Fall Foliage Adventure
- Scout local foliage reports before planning.
- Start drives early to avoid peak traffic and enjoy morning light.
- Pack snacks: fall fairs, cider mills, and orchards welcome foliage chasers.
- Bring layers: crisp mornings by the Cape can warm up by noon.
- Combine activities: pair hikes with museums or farm visits for full experiences.
Fall Road Trips: Routes with Style
- Mohawk Trail Drive: Follow the oldest scenic route with stops at the Bridge of Flowers and High Ledges.
- Berkshires Weekend: Combine hikes on Mount Greylock and Monument Mountain with cozy stays in Lenox or North Adams.
Final Thoughts
Massachusetts offers a stunning fall journey from the rugged Berkshire peaks to the sandy dunes of Cape Cod. This 14-stop list blends coastal charm, mountain hikes, scenic drives, historic sites, and autumn foliage—perfect for leaf-lovers or weekend adventurers in 2025.
Plan ahead and embrace cooler days ahead. Whether you’re drawn to sweeping summit panoramas or rustic farm roads lit up in fire hues, Massachusetts in fall delivers unforgettable scenes around every corner.
Happy leaf-peeping!