MetroWest Must Do

3-Day MetroWest Boston Fall Itinerary: Things to Do, Eat & See

Planning a fall getaway to MetroWest Boston? This 3-day, 2-night itinerary combines gardens, outdoor adventures, local dining, unique shopping, and a memorable place to stay. From New England Botanic Garden and Ashland State Park to local restaurants, farm experiences, and the Upper Charles River Rail Trail, here’s how to spend three memorable days exploring MetroWest Massachusetts.

Itinerary at a Glance

Day 1: New England Botanic Garden at Tower Hill → The Verve Hotel Boston Natick → Dates and Olives
Day 2: Unity Farm Sanctuary → Ashland State Park → Fireside Tavern Sherborn
Day 3: Zaftigs Delicatessen → Boston Honey Company → Upper Charles River Rail Trail

Trip length: 3 days / 2 nights
Best for: Couples, families, friends, and fall weekend getaways
Best season: Early to mid-fall
Location: MetroWest Boston, Massachusetts

DAY 1:

Explore the unique attractions, beautiful landscapes, and memorable experiences that make MetroWest a must-visit destination. Your fall bucket list would not be complete without a visit to Fairy Hollow at New England Botanic Garden showcasing intricately designed fairy houses inspired by nature and crafted by artists from across the region.
Enjoy a memorable stay at the pop culture-inspired Verve in Natick, where stylish accommodations, vibrant décor, and a lively atmosphere come together to create a one-of-a-kind experience.
Savor the exquisite culinary artistry of Dates and Olives, where the rich flavors of authentic Mediterranean cuisine await. Delight in timeless classics like succulent chicken shawarma or a savory lamb gyro.

DAY 2:

Book a Sanctuary Tour at Unity Farm Sanctuary, a safe and loving forever home for farmed animals. This tour will take you through their charming sanctuary grounds where you’ll meet their 225+ rescued farm animal residents and learn more about their stories. Also, enjoy their public waking trails and meadows!
Escape to the serene surroundings of Ashland State Park, where you can unwind with a leisurely stroll along the picturesque 3.5-mile hiking trail, surrounded by natural beauty and tranquil views. You might even start to see the start of the fall foliage!
Indulge in a cozy New England dining experience at Fireside Tavern Sherborn, where a warm, welcoming atmosphere, seasonal dishes, and elevated tavern favorites make for the perfect stop to relax and refuel.

DAY 3:

Start your day with a hearty breakfast at Zaftigs Delicatessen. Enjoy deli favorites like lox, onions & scrambled eggs or a classic fried egg BLT before heading out to explore.
Visit Boston Honey Company, where you’ll find a farmstand filled with their full range of honey products, handcrafted candles, and a new line of skincare items. Take a moment to relax on the porch, soak in the panoramic views, and treat yourself to delicious ice cream or a refreshing cold drink.
Stretch your legs and take a stroll on the Upper Charles River Rail Trail. There are 6.7 miles in Holliston and offer the scenic beauty of rural New England.

Frequently Asked Questions About Visiting MetroWest Boston

What can you do during a 3-day trip to MetroWest Boston?

A 3-day MetroWest Boston getaway can include visits to New England Botanic Garden, Unity Farm Sanctuary, Ashland State Park, local restaurants and shops, and the Upper Charles River Rail Trail. Staying in Natick also provides a convenient base for exploring several MetroWest communities.

What are some of the best things to do in MetroWest Boston in the fall?

Fall visitors can explore seasonal gardens, walk scenic trails, enjoy early foliage, visit local farms and sanctuaries, dine at independent restaurants, and explore charming MetroWest communities including Natick, Sherborn, Ashland, Holliston, and Boylston.

Is MetroWest Boston good for a fall weekend getaway?

Yes. MetroWest Boston is well suited for a fall weekend because visitors can combine outdoor activities, seasonal scenery, local dining, shopping, attractions, and comfortable accommodations within a relatively compact area.

What outdoor activities are included in this MetroWest itinerary?

This itinerary includes walking trails at Unity Farm Sanctuary, hiking at Ashland State Park, garden exploration at New England Botanic Garden, and walking or biking along the Upper Charles River Rail Trail in Holliston.

Where should you stay during this MetroWest Boston itinerary?

The Verve Hotel Boston Natick provides a central overnight option for this itinerary and offers convenient access to dining, shopping, and attractions throughout the MetroWest region.