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Routes / Boston / Running

The best running routes in Boston

Pick how far you want to run. The best run in each part of Boston, picked from 3,966 routes that start at 154 stations. Checked every month. No after dark runs this month: too few of Boston's streets have their lighting mapped, so we can't tell which runs are lit. How we rank them

Checked 24 October 2026

Run length

The best 5 km runs in Boston

Each of 24 districts' best 5 km run, ranked. These are the top 10, one per district.

1
Franklin Park 3.6 km17 m up100% nature Starts at Franklin Park Zoo @ Entrance bus stop
2
Arnold Arboretum 4.8 km87 m up100% nature Starts at Centre St opp Faulkner Hospital bus stop
3
Arnold Arboretum 3.5 km69 m up98% nature Starts at 144 Walter St opp Mendum St bus stop
4
From Bunker Hill St @ Concord St 3.5 km21 m up94% nature Starts at Bunker Hill St @ Concord St bus stop
5
Franklin Park 5.0 km53 m up94% nature Starts at Blue Hill Ave @ Wales St bus stop
6
Stony Brook Reservation 4.3 km73 m up93% nature Starts at Dedham Pkwy @ Georgetown Dr bus stop
7
Old Harbor Reservation 3.7 km7 m up95% nature Starts at P St @ E 5th St bus stop
8
From Kenmore 3.3 km6 m up76% nature Starts at Kenmore station
9
From Boylston 5.0 km27 m up78% nature Starts at Boylston station
10
From Meridian St @ Falcon St 5.2 km32 m up93% nature Starts at Meridian St @ Falcon St bus stop

Where are you staying?

Pick your district for the best 5 km run that starts near you.

SeaportEast BostonDorchesterRoxburyMattapanJamaica PlainAllstonRoslindaleBrightonWest Roxbury 12Arnold Arboretum3Arnold Arboretum4From Bunker Hill St @ Concord St56Stony Brook Reservation7Old Harbor Reservation8From Kenmore9From Boylston10From Meridian St @ Falcon St

District by district

The best 5 km run that starts in each of 24 districts across Boston, and where it ranks in the city.

South Boston

Ranked from 195 routes across
7 P St @ E 5th St
1 m03.7 km
7Old Harbor Reservation

The best 5 km run in South Boston, seventh of 24 districts in Boston.

3.7 km about 22 min 7 m up 95% through nature

Starts at P St @ E 5th St bus stop.

How it compares with the median run in Boston

Through nature 95%median 43%
Quiet streets 90%median 65%
Starts near a station at the station
Longest nature stretch 3.5 km
Away from traffic 95%median 97%
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From E Broadway @ L St5.0 km 28 m up 88% natureStarts at E Broadway @ L St bus stop From Dorchester St @ Old Colony Ave3.6 km 27 m up 72% natureStarts at Dorchester St @ Old Colony Ave bus stop

Seaport

Ranked from 166 routes across
21 Courthouse
-2 m04.6 km
21From Courthouse

The best 5 km run in Seaport, 21st of 24 districts in Boston.

4.6 km about 28 min 16 m up 84% through nature

Starts at Courthouse bus stop.

How it compares with the median run in Boston

Through nature 84%median 43%
Quiet streets 24%median 65%
Starts near a station at the station
Longest nature stretch 2.1 km
Away from traffic 95%median 97%
Views 21%median 0%
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From 23 Dry Dock Ave5.6 km 20 m up 85% natureStarts at 23 Dry Dock Ave bus stop From Summer St @ WTC Ave5.4 km 23 m up 76% natureStarts at Summer St @ WTC Ave bus stop

East Boston

Ranked from 70 routes across
10 Meridian St @ Falcon St
1 m05.2 km
10From Meridian St @ Falcon St

The best 5 km run in East Boston, tenth of 24 districts in Boston.

5.2 km about 31 min 32 m up 93% through nature

Starts at Meridian St @ Falcon St bus stop.

How it compares with the median run in Boston

Through nature 93%median 43%
Quiet streets 64%median 65%
Starts near a station at the station
Longest nature stretch 3.9 km
Away from traffic 97%median 97%
Views 15%median 0%
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From MBTA Station - Airport4.9 km 0 m up 81% natureStarts at MBTA Station - Airport bus stop From Bennington St @ Westbrook St7.4 km 37 m up 86% natureStarts at Bennington St @ Westbrook St bus stop

Chinatown

Ranked from 99 routes across
19 Essex St @ Kingston St
-2 m03.4 km
19From Essex St @ Kingston St

The best 5 km run in Chinatown, 19th of 24 districts in Boston.

3.3 km about 20 min 10 m up 80% through nature

Starts at Essex St @ Kingston St bus stop.

How it compares with the median run in Boston

Through nature 80%median 43%
Quiet streets 30%median 65%
Starts near a station at the station
Longest nature stretch 2.1 km
Away from traffic 95%median 97%
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From Kneeland St @ Washington St4.4 km 32 m up 69% natureStarts at Kneeland St @ Washington St bus stop From Tremont St @ Marginal St5.1 km 22 m up 68% natureStarts at Tremont St @ Marginal St bus stop

Downtown

Ranked from 193 routes across
14 Long Wharf (South) Ferry Terminal
-1 m03.4 km
14From Long Wharf (South) Ferry Terminal

The best 5 km run in Downtown, 14th of 24 districts in Boston.

3.4 km about 20 min 10 m up 86% through nature

Starts at Long Wharf (South) Ferry Terminal ferry.

How it compares with the median run in Boston

Through nature 86%median 43%
Quiet streets 54%median 65%
Starts near a station at the station
Longest nature stretch 2.0 km
Away from traffic 100%median 97%
Views 49%median 0%
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From Government Center4.5 km 24 m up 74% natureStarts at Government Center station From Bedford St @ Chauncy St3.7 km 16 m up 69% natureStarts at Bedford St @ Chauncy St bus stop

Dorchester

Ranked from 275 routes across
5 Blue Hill Ave @ Wales St
19 m05.0 km
5Franklin Park

The best 5 km run in Dorchester, fifth of 24 districts in Boston.

5.0 km about 30 min 53 m up 94% through nature

Starts at Blue Hill Ave @ Wales St bus stop.

How it compares with the median run in Boston

Through nature 94%median 43%
Quiet streets 78%median 65%
Starts near a station at the station
Longest nature stretch 4.6 km
Away from traffic 100%median 97%
Views 18%median 0%
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From 263 Mt Vernon St @ St Christopher's Church4.6 km 12 m up 89% natureStarts at 263 Mt Vernon St @ St Christopher's Church bus stop From Cedar Grove3.9 km 22 m up 61% natureStarts at Cedar Grove station

South End

Ranked from 228 routes across
18 91 E Concord St
2 m04.8 km
18From 91 E Concord St

The best 5 km run in South End, 18th of 24 districts in Boston.

4.8 km about 29 min 6 m up 75% through nature

Starts at 91 E Concord St bus stop.

How it compares with the median run in Boston

Through nature 75%median 43%
Quiet streets 47%median 65%
Starts near a station at the station
Longest nature stretch 3.2 km
Away from traffic 100%median 97%
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From W Dedham St @ Washington St4.6 km 7 m up 74% natureStarts at W Dedham St @ Washington St bus stop From Herald St @ Harrison Ave3.5 km 13 m up 77% natureStarts at Herald St @ Harrison Ave bus stop

Bay Village

Ranked from 41 routes across
24 Arlington St @ Isabella St
1 m04.3 km
24From Arlington St @ Isabella St

The best 5 km run in Bay Village, 24th of 24 districts in Boston.

4.3 km about 26 min 4 m up 61% through nature

Starts at Arlington St @ Isabella St bus stop.

How it compares with the median run in Boston

Through nature 61%median 43%
Quiet streets 28%median 65%
Starts near a station at the station
Longest nature stretch 1.8 km
Away from traffic 100%median 97%
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From Berkeley St @ Columbus Ave4.4 km 11 m up 44% natureStarts at Berkeley St @ Columbus Ave bus stop

North End

Ranked from 45 routes across
20 Atlantic Ave @ Commercial Wharf
-2 m06.5 km
20From Atlantic Ave @ Commercial Wharf

The best 5 km run in North End, 20th of 24 districts in Boston.

6.5 km about 39 min 24 m up 81% through nature

Starts at Atlantic Ave @ Commercial Wharf bus stop.

How it compares with the median run in Boston

Through nature 81%median 43%
Quiet streets 21%median 65%
Starts near a station at the station
Longest nature stretch 3.0 km
Away from traffic 100%median 97%
Views 12%median 0%
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From Commercial St @ Battery St4.9 km 9 m up 75% natureStarts at Commercial St @ Battery St bus stop

Beacon Hill

Ranked from 50 routes across
9 Boylston
1 m05.0 km
9From Boylston

The best 5 km run in Beacon Hill, ninth of 24 districts in Boston.

5.0 km about 30 min 27 m up 78% through nature

Starts at Boylston station.

How it compares with the median run in Boston

Through nature 78%median 43%
Quiet streets 30%median 65%
Starts near a station at the station
Longest nature stretch 2.9 km
Away from traffic 100%median 97%
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From Trolley3.8 km 3 m up 57% natureStarts at Trolley bus stop

West End

Ranked from 41 routes across
15 Causeway St @ Medford St
-2 m03.3 km
15From Causeway St @ Medford St

The best 5 km run in West End, 15th of 24 districts in Boston.

3.3 km about 20 min 4 m up 87% through nature

Starts at Causeway St @ Medford St bus stop.

How it compares with the median run in Boston

Through nature 87%median 43%
Quiet streets 54%median 65%
Starts near a station at the station
Longest nature stretch 2.1 km
Away from traffic 100%median 97%
Views 36%median 0%
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From Nashua St @ Science Park4.3 km 22 m up 76% natureStarts at Nashua St @ Science Park bus stop

Roxbury

Ranked from 309 routes across
1 Franklin Park Zoo @ Entrance
35 m03.6 km
1Franklin Park, 3.6 km

The best 5 km run in Roxbury, and the best in Boston.

3.6 km about 22 min 17 m up 100% through nature

Starts at Franklin Park Zoo @ Entrance bus stop.

How it compares with the median run in Boston

Through nature 100%median 43%
Quiet streets 75%median 65%
Starts near a station at the station
Longest nature stretch 3.6 km
Away from traffic 100%median 97%
Views 25%median 0%
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Franklin Park, 5.2 km5.2 km 30 m up 100% natureStarts at American Legion Hwy opp Franklin Hill Ave bus stop Franklin Park, 5.9 km5.9 km 51 m up 100% natureStarts at Seaver St opp Harold St bus stop

Back Bay

Ranked from 114 routes across
13 Arlington
31 m1 m05.0 km
13From Arlington

The best 5 km run in Back Bay, 13th of 24 districts in Boston.

5.0 km about 30 min 31 m up 79% through nature

Starts at Arlington station.

How it compares with the median run in Boston

Through nature 79%median 43%
Quiet streets 37%median 65%
Starts near a station at the station
Longest nature stretch 1.9 km
Away from traffic 100%median 97%
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From Ring Rd @ Boylston St4.5 km 3 m up 75% natureStarts at Ring Rd @ Boylston St bus stop From Hynes Convention Center5.3 km 17 m up 58% natureStarts at Hynes Convention Center station

Charlestown

Ranked from 110 routes across
4 Bunker Hill St @ Concord St
0 m03.6 km
4From Bunker Hill St @ Concord St

The best 5 km run in Charlestown, fourth of 24 districts in Boston.

3.5 km about 21 min 21 m up 94% through nature

Starts at Bunker Hill St @ Concord St bus stop.

How it compares with the median run in Boston

Through nature 94%median 43%
Quiet streets 85%median 65%
Starts near a station at the station
Longest nature stretch 3.4 km
Away from traffic 99%median 97%
Views 18%median 0%
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From Trolley3.3 km 26 m up 92% natureStarts at Trolley bus stop From Bunker Hill St @ Auburn St5.3 km 33 m up 68% natureStarts at Bunker Hill St @ Auburn St bus stop

Fenway-Kenmore

Ranked from 137 routes across
8 Kenmore
1 m03.3 km
8From Kenmore

The best 5 km run in Fenway-Kenmore, eighth of 24 districts in Boston.

3.3 km about 20 min 6 m up 76% through nature 21% unpaved

Starts at Kenmore station.

How it compares with the median run in Boston

Through nature 76%median 43%
Quiet streets 6%median 65%
Starts near a station at the station
Longest nature stretch 2.5 km
Away from traffic 95%median 97%
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From Fenway7.0 km 23 m up 75% natureStarts at Fenway station From BU Central5.6 km 6 m up 64% natureStarts at BU Central station

Mission Hill

Ranked from 230 routes across
16 100 S Huntington Ave
2 m05.3 km
16From 100 S Huntington Ave

The best 5 km run in Mission Hill, 16th of 24 districts in Boston.

5.3 km about 32 min 39 m up 78% through nature

Starts at 100 S Huntington Ave bus stop.

How it compares with the median run in Boston

Through nature 78%median 43%
Quiet streets 49%median 65%
Starts near a station at the station
Longest nature stretch 4.1 km
Away from traffic 98%median 97%
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From Huntington Ave @ Fenwood Rd3.3 km 13 m up 61% natureStarts at Huntington Ave @ Fenwood Rd station From Ruggles St @ Huntington Ave5.3 km 12 m up 70% natureStarts at Ruggles St @ Huntington Ave bus stop

Longwood

Ranked from 176 routes across
23 Longwood Medical Area
56 m5 m03.5 km
23From Longwood Medical Area

The best 5 km run in Longwood, 23rd of 24 districts in Boston.

3.5 km about 21 min 53 m up 52% through nature

Starts at Longwood Medical Area station.

How it compares with the median run in Boston

Through nature 52%median 43%
Quiet streets 51%median 65%
Starts near a station at the station
Longest nature stretch 1.0 km
Away from traffic 92%median 97%
Views 35%median 0%
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From Ave Louis Pasteur @ The Fenway5.1 km 10 m up 70% natureStarts at Ave Louis Pasteur @ The Fenway bus stop From 677 Huntington Ave3.8 km 7 m up 63% natureStarts at 677 Huntington Ave bus stop

Mattapan

Ranked from 214 routes across
22 Morton St @ Canterbury St
48 m11 m05.7 km
22From Morton St @ Canterbury St

The best 5 km run in Mattapan, 22nd of 24 districts in Boston.

5.7 km about 34 min 64 m up 66% through nature 11% unpaved

Starts at Morton St @ Canterbury St bus stop.

How it compares with the median run in Boston

Through nature 66%median 43%
Quiet streets 81%median 65%
Starts near a station at the station
Longest nature stretch 3.8 km
Away from traffic 100%median 97%
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From Dorchester Ave and Washington St3.9 km 20 m up 71% natureStarts at Dorchester Ave and Washington St bus stop From American Legion Hwy @ Walk Hill St5.1 km 51 m up 42% natureStarts at American Legion Hwy @ Walk Hill St bus stop

Jamaica Plain

Ranked from 165 routes across
2 Centre St opp Faulkner Hospital
60 m13 m04.8 km
2Arnold Arboretum, 4.8 km

The best 5 km run in Jamaica Plain, second of 24 districts in Boston.

4.8 km about 29 min 87 m up 100% through nature 56% unpaved

Starts at Centre St opp Faulkner Hospital bus stop.

How it compares with the median run in Boston

Through nature 100%median 43%
Quiet streets 88%median 65%
Starts near a station at the station
Longest nature stretch 4.8 km
Away from traffic 100%median 97%
Views 21%median 0%
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Arnold Arboretum, 6.1 km6.1 km 95 m up 80% natureStarts at South St @ Sedgwick St bus stop From Washington St @ Lochdale Rd5.0 km 82 m up 77% natureStarts at Washington St @ Lochdale Rd bus stop

Allston

Ranked from 229 routes across
12 N Harvard St @ S Campus Dr
1 m06.1 km
12Charles River Reservation

The best 5 km run in Allston, 12th of 24 districts in Boston.

6.1 km about 37 min 0 m up 87% through nature

Starts at N Harvard St @ S Campus Dr bus stop.

How it compares with the median run in Boston

Through nature 87%median 43%
Quiet streets 44%median 65%
Starts near a station at the station
Longest nature stretch 4.8 km
Away from traffic 100%median 97%
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From Commonwealth Ave @ Amory St5.3 km 9 m up 79% natureStarts at Commonwealth Ave @ Amory St bus stop From Western Ave opp Genzyme5.0 km 0 m up 79% natureStarts at Western Ave opp Genzyme bus stop

Roslindale

Ranked from 257 routes across
3 144 Walter St opp Mendum St
53 m13 m03.5 km
3Arnold Arboretum

The best 5 km run in Roslindale, third of 24 districts in Boston.

3.5 km about 21 min 69 m up 98% through nature 35% unpaved

Starts at 144 Walter St opp Mendum St bus stop.

How it compares with the median run in Boston

Through nature 98%median 43%
Quiet streets 83%median 65%
Starts near a station at the station
Longest nature stretch 3.4 km
Away from traffic 100%median 97%
Views 24%median 0%
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From Belgrade Ave @ Penfield St5.7 km 107 m up 74% natureStarts at Belgrade Ave @ Penfield St bus stop From Washington St @ Aldwin Rd5.1 km 84 m up 71% natureStarts at Washington St @ Aldwin Rd bus stop

Brighton

Ranked from 214 routes across
11 South Street
34 m03.3 km
11From South Street

The best 5 km run in Brighton, 11th of 24 districts in Boston.

3.3 km about 20 min 15 m up 78% through nature

Starts at South Street station.

How it compares with the median run in Boston

Through nature 78%median 43%
Quiet streets 47%median 65%
Starts near a station at the station
Longest nature stretch 2.6 km
Away from traffic 82%median 97%
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From 367 Western Ave opp Brighton Mills Mall4.9 km 3 m up 74% natureStarts at 367 Western Ave opp Brighton Mills Mall bus stop From 239 N Beacon St3.5 km 10 m up 63% natureStarts at 239 N Beacon St bus stop

Hyde Park

Ranked from 179 routes across
17 Gordon Ave @ River St
56 m15 m04.6 km
17Stony Brook Reservation, 4.6 km

The best 5 km run in Hyde Park, 17th of 24 districts in Boston.

4.6 km about 27 min 54 m up 78% through nature 32% unpaved

Starts at Gordon Ave @ River St bus stop.

How it compares with the median run in Boston

Through nature 78%median 43%
Quiet streets 100%median 65%
Starts near a station at the station
Longest nature stretch 3.6 km
Away from traffic 95%median 97%
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Stony Brook Reservation, 4.3 km4.3 km 77 m up 84% natureStarts 114 m from Opp 302 Turtle Pond Pkwy bus stop From Hyde Park Ave @ Railroad Station4.6 km 23 m up 56% natureStarts at Hyde Park Ave @ Railroad Station bus stop

West Roxbury

Ranked from 229 routes across
6 Dedham Pkwy @ Georgetown Dr
56 m18 m04.3 km
6Stony Brook Reservation, 4.3 km

The best 5 km run in West Roxbury, sixth of 24 districts in Boston.

4.3 km about 26 min 73 m up 93% through nature 52% unpaved

Starts at Dedham Pkwy @ Georgetown Dr bus stop.

How it compares with the median run in Boston

Through nature 93%median 43%
Quiet streets 100%median 65%
Starts near a station at the station
Longest nature stretch 4.0 km
Away from traffic 99%median 97%
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From Weld St opp Wedgewood Rd3.6 km 61 m up 73% natureStarts at Weld St opp Wedgewood Rd bus stop Stony Brook Reservation, 5.4 km5.4 km 79 m up 81% natureStarts 154 m from Washington St opp Cowing St bus stop

Parks and forests

  • Old Harbor Reservation
  • Cutler Park
  • Charles River Reservation
  • Back Bay Fens
  • Charles River Esplanade
  • Neponset River Reservation
  • Old Harbor Reservation
  • Arnold Arboretum
  • Franklin Park
  • Stony Brook Reservation
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