Drive ≈ 20 min Walk 18 min
An easy 1.2 km walk around a scenic pond in Westfield, Massachusetts, perfect for families seeking a quick nature break.
Dog rules: check the trail page
See the trailor pick your starting city — the number is how many trails we list.
Pick your drive. Save time for the trail.
147 trails within 2 hr of Springfield by car. Compare the drive, the walking time and the level to choose your next outing.
Photo : October Mountain State Forest
Drive times are estimates (≈) from the city centre, as the crow flies. Walking time comes from the trail page when it has one; a walking filter hides trails without a duration.
Drive ≈ 20 min Walk 18 min
An easy 1.2 km walk around a scenic pond in Westfield, Massachusetts, perfect for families seeking a quick nature break.
Dog rules: check the trail page
See the trailDrive ≈ 40 min
Gateway to stunning Buffam Falls in Pioneer Valley, Massachusetts — a 1 to 2 hour adventure with 61m elevation gain leading to…
Dog rules: check the trail page
See the trailDrive ≈ 1 hr 12 min Walk 1 hr 45 min
Explore 3.5 km through Massachusetts' largest state forest in the Berkshires near Lee. Easy trail of 3.5 km, 458 m of climb.
Dogs allowed
See the trailPioneer Valley
Drive ≈ 23 min Walk 2 hr 30 min
Level: Moderate Dogs allowed
Central Massachusetts
Drive ≈ 1 hr 4 min Walk 30 min
Level: Easy
The Berkshires
Drive ≈ 1 hr 11 min Walk 4 hr 30 min
Level: Moderate Dogs allowed
The Berkshires
Drive ≈ 1 hr 12 min Walk 1 hr 45 min
Level: Easy Dogs allowed
The Berkshires
Drive ≈ 1 hr 20 min Walk 1 hr 36 min
Level: Easy Dogs allowed
Western Massachusetts
Drive ≈ 1 hr 20 min Walk 2 hr 45 min
Level: Moderate Dogs allowed
Central Massachusetts
Drive ≈ 1 hr 26 min Walk 2 hr 30 min
Level: Easy Dogs allowed
Central Massachusetts
Drive ≈ 1 hr 28 min Walk 1 hr
Level: Moderate Dogs allowed
The Berkshires
Drive ≈ 1 hr 28 min Walk 2 hr 30 min
Level: Moderate Dogs allowed
The Berkshires
Drive ≈ 1 hr 29 min Walk 6 hr
Level: Hard Dogs allowed
The Berkshires
Drive ≈ 1 hr 31 min Walk 4 hr 30 min
Level: Moderate Dogs allowed
Central Massachusetts
Drive ≈ 1 hr 32 min
Level: Easy
The Berkshires
Drive ≈ 1 hr 33 min Walk 2 hr 15 min
Level: Moderate Dogs allowed
The Berkshires
Drive ≈ 1 hr 35 min Walk 2 hr 15 min
Level: Easy Dogs allowed
Central Massachusetts
Drive ≈ 1 hr 36 min Walk 45 min
Level: Easy Dogs allowed
Northeastern Massachusetts
Drive ≈ 1 hr 41 min Walk 1 hr
Level: Easy
Central Connecticut Connecticut
Drive ≈ 1 hr 6 min Walk 1 hr 15 min
Level: Easy
South County Rhode Island
Drive ≈ 1 hr 21 min Walk 2 hr 15 min
Level: Easy
Central Connecticut Connecticut
Drive ≈ 1 hr 28 min Walk 1 hr 45 min
Level: Moderate
Southern Vermont Vermont
Drive ≈ 1 hr 44 min Walk 1 hr 30 min
Level: Moderate
Monadnock Region New Hampshire
Drive ≈ 1 hr 45 min Walk 1 hr 25 min
Level: Moderate
South County Rhode Island
Drive ≈ 1 hr 46 min Walk 45 min
Level: Easy
Capital-Saratoga New York
Drive ≈ 1 hr 48 min Walk 2 hr 30 min
Level: Easy Dogs allowed
Hudson Valley New York
Drive ≈ 1 hr 50 min Walk 1 hr 15 min
Level: Easy Dogs allowed
Monadnock Region New Hampshire
Drive ≈ 1 hr 53 min Walk 3 hr 30 min
Level: Moderate
Southern Vermont Vermont
Drive ≈ 1 hr 54 min Walk 2 hr 45 min
Level: Moderate
Southern Vermont Vermont
Drive ≈ 1 hr 55 min Walk 1 hr 15 min
Level: Easy Dogs allowed
Blackstone Valley Rhode Island
Drive ≈ 1 hr 57 min Walk 2 hr 10 min
Level: Easy
Providence Area Rhode Island
Drive ≈ 1 hr 57 min Walk 30 min
Level: Easy
Blackstone Valley Rhode Island
Drive ≈ 1 hr 58 min Walk 30 min
Level: Easy
Blackstone Valley Rhode Island
Drive ≈ 1 hr 59 min Walk 1 hr 45 min
Level: Easy
No trail matches these filters. Widen the drive or remove a filter.
Think about the way back, the breaks and the parking.
Opening hours, parking and access conditions can change with the season.
Changing weather can make some trails harder.
Match the length and the level to your group and the time you have.
Without a car, an outing takes more planning. Some destinations near Springfield may be served by public transit, but none of our trail pages lists it yet.
Check schedules and the last return trip with the transit agency before you go.
See the frequently asked questionsSpring
Spring in Springfield, Massachusetts brings mild temperatures and muddy trail conditions as snow melts from March through May.
This is an excellent time to explore the nearby Metacomet-Monadnock Trail sections and local conservation areas as wildflowers begin to bloom. Pack waterproof boots and layers, as temperatures can range from 40-70°F with frequent rain showers.
Summer
Summer offers the most comfortable hiking conditions around Springfield with warm temperatures from June through August.
The extensive trail networks in nearby state forests like Mount Tom and the Connecticut River Valley provide excellent options with full foliage providing shade. Start early morning hikes to avoid afternoon heat and humidity, and always carry plenty of water.
Fall
Fall is arguably the best season for hiking near Springfield, with spectacular foliage displays from late September through October.
The cooler temperatures (50-70°F) and lower humidity make for ideal hiking conditions on area trails. Book accommodations early as this is peak tourist season, and dress in layers as morning temperatures can be quite cool.
Winter
Winter hiking around Springfield requires proper preparation with temperatures often below freezing and potential snow from December through February.
Microspikes or snowshoes may be necessary depending on conditions, and daylight hours are limited so plan shorter hikes. Check trail conditions before heading out, as some areas may be closed or require special winter gear.
The page lists 147 trails. The closest is Stanley Park (≈ 20 min drive from downtown), the farthest Putney Mountain (≈ 2 hr). Drive times are estimated as the crow flies.
7 trails are within ≈ 30 min of driving, 22 within ≈ 1 hr, and all of them within ≈ 2 hr. These are estimates from downtown.
Among the trails on this page, the most viewed on Let's Go Play Outside are October Mountain State Forest, Purgatory Chasm State Reservation and Putney Mountain.
135 listings give a length, from 0.8 km (Richmond Pond) to 177 km (Metacomet-Monadnock Trail). The other 12 do not say.
Yes: among the trails on this page that give a level, 100 easy, 27 moderate and 9 hard. The closest easy ones: Stanley Park, Tekoa Country Club and Mountain Park Reservoir.
37 listings say dogs are allowed and 5 say they are not. For the other 105, the rule is not confirmed: check the trail page before you go.

Free guide: 25 hikes under 2 hours from Montreal
Drive time, distance and level for each one. The ones we go back to ourselves.
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