Chestnut Hill Reservoir Loop
A flat 1.5-mile gravel loop around open water, with the Boston skyline on the far side.
Chestnut Hill
4.8(412)45 results · 2026-09-12 to 2026-09-13
A flat 1.5-mile gravel loop around open water, with the Boston skyline on the far side.
Chestnut Hill
4.8(412)A community-owned 1937 movie house showing indies, foreign film and matinee classics on six screens.
West Newton
4.8(356)
A beloved independent bookstore with a serious author-event calendar and excellent staff picks.
Newtonville
4.9(288)Generational Italian bakeries within a few blocks — cannoli, ricotta pie, and bread by noon.
Nonantum
4.8(312)Hemlock-shaded trails above a rocky river gorge, with a stone aqueduct arch that echoes fifteen times.
Newton Highlands
4.8(276)Newton’s only public swimming beach — spring-fed, lifeguarded, and a ten-minute walk from Newton Centre.
Newton Centre
4.6(341)The city’s last working farm — a farmstand, kids’ programs, and 300 years of continuous cultivation.
Thompsonville
4.9(187)The classic Newton shot: a stone arch over a gorge, best in the last hour of light in October.
Newton Upper Falls
4.8(197)Meadows, woods and a canoe launch on the Charles — Newton’s premier birding spot at 180+ species.
Oak Hill
4.8(164)Two blocks of independent shops — bookseller, bakery, hardware store, florist — around the Green Line stop.
Newton Highlands
4.6(154)
A dead-flat grassy path along a buried 19th-century aqueduct, running for miles through backyards and woods.
Waban
4.7(121)A gentle Charles River cove with a sandy edge, big shade trees and one of Newton’s best-loved playgrounds.
Auburndale
4.7(96)One of the busiest public libraries in Massachusetts: huge children’s wing, museum passes, quiet study floors.
Newton Centre
4.9(508)Four dessert stops within three blocks — ice cream, gelato, French pastry and a late-night cookie.
Newton Centre
4.8(226)Rent a kayak, canoe or paddleboard and put in on the flattest, prettiest water in the metro area.
Auburndale
4.8(214)67 acres of woodland loop trails, a cross-country course, and a Tuesday farmers market in season.
Newton Highlands
4.7(231)Old-school Italian-American dining rooms — chicken parm the size of a hubcap, at family prices.
Nonantum
4.6(244)An open-air shopping block with big-name retail, a cinema, and better-than-average patio dining.
Chestnut Hill
4.4(287)
Converted-mill dining rooms with exposed brick and a patio over the water — Newton’s best dinner setting.
Newton Upper Falls
4.5(213)Collegiate Gothic towers, a hilltop reservoir view, and a reading room that looks like a cathedral.
Chestnut Hill
4.7(168)A flat, paved rail-trail through the old mill district, with public art and a mile of easy walking.
Newton Upper Falls
4.6(158)
The village’s rebuilt Washington Street strip now holds Newton’s densest cluster of good bars.
Newtonville
4.5(176)
Eat on Washington Street, walk fifty feet to the cinema — Newton’s easiest night out.
West Newton
4.5(172)
Hop onto the paved riverside path here and ride all the way into Boston without a traffic light.
Newton Corner
4.6(143)
Newton’s big public pool complex plus turf fields, a track and a summer-long swim program.
Newtonville
4.4(167)A small café on the Route 16 corner — good espresso, better scones, six seats.
Newton Lower Falls
4.6(104)One block, one coffee shop, one market, one pharmacy — the platonic ideal of a small village square.
Waban
4.5(108)Real bocce courts with real regulars — show up, watch a while, and you will get invited in.
Nonantum
4.7(86)A long, open slope that becomes the neighborhood sledding destination after every storm.
Oak Hill
4.6(94)
Grand Victorians, Shingle Style porches and Colonial Revivals on Newton’s most photogenic hill.
West Newton
4.6(94)
Three brunch spots within a block of the Washington Street rotary, none of them requiring a reservation.
Newton Corner
4.3(118)
Shaded modern play structures, a toddler section, and a splash pad in summer.
Newton Corner
4.5(88)Put in on the Charles’s quiet southern bend — no motorboats, no crowds, herons everywhere.
Oak Hill
4.7(61)Four striped courts, open play mornings, and a very welcoming regular crowd.
Auburndale
4.5(73)Quiet, rooty single-track through Newton’s biggest stretch of unbroken woodland.
Oak Hill
4.5(72)
A flat six-mile out-and-back on quiet streets and aqueduct paths, ending at coffee.
West Newton
4.5(66)
A Victorian-era pocket park with a pond, weeping willows and Newton’s oldest planted landscape.
Newton Corner
4.4(67)Over a hundred garden plots on a sunny hillside — open to walk through, with a waitlist to grow.
Oak Hill
4.6(55)A short, pretty riverside walk past old mill dams where the Charles drops toward Wellesley.
Newton Lower Falls
4.4(62)A pedestrian bridge over the Charles connecting Newton to Wellesley — great heron spotting at dusk.
Newton Lower Falls
4.6(47)Public hard courts with a backboard, rarely a wait outside weekend mornings.
Waban
4.3(57)A twenty-minute wooded loop that feels like a real hike to a five-year-old.
Waban
4.4(48)A quiet neighborhood playground that never feels crowded, with a full ball field beside it.
Newton Lower Falls
4.4(39)A flat two-mile residential loop linking the farm, Nahanton Park and Winchester Street.
Thompsonville
4.3(37)A self-guided loop past 19th-century mill housing, a 1811 church, and the old paper works.
Newton Lower Falls
4.2(33)