2025 Top 25 Properties

Everyone loves a good year end wrap up! Check out our top 25 places.

Castle Hill

What places were your 2025 favorites?

We found a couple of surprises—based on web traffic—that can inspire your next adventure to a Trustees special place in the new year!

 

25. The FARM Institute, Edgartown

Celebrating farming, food, and community at the historic Katama Farm on Martha’s Vineyard.

24. Rocky Woods, Medfield

Enjoy expansive views from atop Cedar Hill, amble along a trail to a former quarry site, or explore five ponds that dot this woody landscape.

23. Charles W. Ward Reservation, Andover

Explore this sprawling landscape along almost 15 miles of trails and climb a hill for great views from the Merrimack Valley toward the Boston skyline.

22. Ashintully Gardens, Tyringham

Wander through an intimate setting of outdoor sculpture and elegant gardens, nourished by a gurgling stream.

21. Coolidge Reservation, Manchester-by-the-Sea

A scenic pond and a small forest of pine and oak lead you to a spectacular seaside lawn offering memorable views of Massachusetts Bay and the North Shore.

20. The Inn at Castle Hill, Ipswich

Located in the heart of the spectacular Crane Estate, enjoy simple, yet luxurious pleasures, and reconnect with what’s really important in life. Snug beds, hearty breakfasts, and a warm and generous staff anticipate your arrival.

19. Long Point Wildlife Refuge, West Tisbury

Whether you want to body surf in the ocean, splash with the kids in sheltered salt and freshwater ponds, or explore a rare grassland habitat, this spectacular reservation is a favorite escape.

18. Notchview, Windsor

Renowned for its Nordic skiing and snowshoeing, Notchview also entices year-round adventurers for hiking and bird watching.

17. Dinosaur Footprints, Holyoke

More than 800 prehistoric tracks—the first dinosaur prints ever to be scientifically described—are revealed in slabs of sandstone.

16. Monument Mountain, Great Barrington

From the 1,642-foot summit of this popular peak—which once drew 19th-century literary giants—gaze across the splendor of the Housatonic River Valley.

15. Powisset Farm, Dover

Explore the loop trail on this local treasure and vibrant working farm, taking in the surrounding woodlands, fields, and wetlands.

14. The Old Manse, Concord

To visit the Old Manse—a handsome Georgian clapboard built on the banks of the Concord River in 1770—is to re-experience pivotal moments in our nation’s early history. Constructed for patriot minister William Emerson, the upstairs overlooks North Bridge, where the famous battle of April 19, 1775, took place. Later, some of New England’s most esteemed minds found inspiration inside its walls.

13. Weir River Farm, Hingham

This family-friendly farm—one of the last in Hingham—captivates visitors with its own livestock family of horses, pigs, cows, chickens, and sheep.

12. Eleanor Cabot Bradley Estate, Canton

Stroll through elegant gardens complementing a stately country house, then explore surrounding fields, pastures, and woodlands that echo the property’s agricultural past.

11. Stevens-Coolidge House & Gardens, North Andover

Enter a world of a former farm that became an early-20th-century estate, where a newly expanded array of bountiful gardens and plantings complements a gracious and refined home.

10. Long Hill, Beverly

Visitors delight in the beauty of Long Hill’s structured and naturalistic gardens as well as a network of woodland trails. A diverse collection of trees, shrubs, and distinctive perennial plants provide color during the growing season.

9. Tully Lake Campground, Royalston

Discover real camping adventures in the North Quabbin Region of Central Massachusetts, just an hour and a half from Boston and Springfield.

8. Appleton Farms, Hamilton & Ipswich

Wander past crop fields and cow pastures at one of the country’s oldest continuously operating farms.

7. Fruitlands Museum, Harvard

Explore a bygone Transcendentalist community, whose pastoral landscape houses wide-ranging collections of art and artifacts.

6. Dunes’ Edge Campground, Provincetown

Experience a quaint, family-campground atmosphere amidst the sand dunes and pines, offering guests the true and lasting beauty of Provincetown and Old Cape Cod.

5. World’s End, Hingham

Trek along Frederick Law Olmsted-designed carriage paths toward rolling hills and rocky shorelines, and discover sweeping views of the Boston skyline.

4. Naumkeag, Stockbridge

Experience Gilded Age style and splendor at this marvelous estate, renowned for its elegant gardens and rare Berkshire “cottage.”

3. deCordova Sculpture Park and Museum, Lincoln

deCordova’s mission is to inspire, educate, and delight with contemporary art from New England and beyond through sculptures in the landscape and museum exhibitions.

2. Crane Beach, Ipswich

Soak up the seaside fun at one of the Northeast’s most spectacular beaches, and follow trails and boardwalks through a spellbinding landscape of sand dunes and salt marsh.

1. Castle Hill, Ipswich

Experience the grandeur of a 2,100-acre seaside estate, its marvelously landscaped grounds, restored Grand Allée, gardens, and Casino complex.

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