USA/Boston/Challenges/Freedom Trail challenge

Boston · City challenges · Live now

The Freedom Trail challenge.
All 16 stops, in order, ticked off.

All 16 Freedom Trail stops in order, with what to look for, what is free or paid, timings and where to eat. Snap each one and bank the XP.

Stops
16
Distance
2.5 mi
XP to win
+1,600
Hanover Street in Boston's North End
Stops 12–14 · North EndHanover Street
Cannoli from a North End bakery
The food stopNorth End cannoli
11 of 16 free inside
Route 01 · Live now

Most people walk half the Freedom Trail and stop in the North End. This challenge is the fix: all 16 stops in order, ticked off as you reach them, with the thing to look for at each and whether going inside costs money.

01

How the Freedom Trail challenge works

Follow the red brick line 2.5 miles from Boston Common to Charlestown. Do the 16 stops in order; each counts when you are there and have found the thing listed. Tick it off in the app or take a photo. No ticket or guide needed. Other routes: Boston challenges.

Start early. Between 8 and 10am Downtown is nearly empty and you reach the North End as the bakeries open.

02

Stops 1–11: Boston Common to Faneuil Hall

About a mile. Under an hour if you keep moving, two hours with the paid sites.

Boston Common

Visitor Center, 139 Tremont StPark Street (Red/Green)Free, always open
Boston Common
photo: Cbaile19, Wikimedia Commons (CC0)

The oldest public park in the country. Find the start of the red line in the sidewalk outside the Visitor Center.

Massachusetts State House

24 Beacon StPark Street (Red/Green)Mon–Fri, roughly 9–5Free; weekday tours
Massachusetts State House, Boston
photo: King of Hearts, Wikimedia Commons (CC BY-SA 4.0)

Bulfinch's 1798 capitol, dome gilded since 1874. Find the gold dome from the Common below, and the Shaw Memorial across Beacon Street.

Park Street Church

1 Park StPark Street (Red/Green)Open summersFree
Park Street Church, Boston
photo: Daderot, Wikimedia Commons (CC0)

The 217-foot steeple from 1809 on Brimstone Corner. Find the plaque on the Tremont Street side.

Granary Burying Ground

Tremont StPark Street (Red/Green)Daily, roughly 9–5Free
Granary Burying Ground, Boston
photo: Rhododendrites, Wikimedia Commons (CC BY-SA 4.0)

Revere, Adams, Hancock and the Massacre victims, from 1660. Find the stone of Mary Goose, sometimes claimed as Mother Goose, near the Tremont wall.

King's Chapel and Burying Ground

58 Tremont StPark Street or Government CenterBurying ground until dusk; chapel hours varyGrounds free; chapel by donation
King's Chapel, Boston
photo: Beyond My Ken, Wikimedia Commons (CC BY-SA 4.0)

The city's oldest burying ground, from 1630, beside a 1754 granite chapel. Find the winged skulls on the older gravestones.

Boston Latin School site and Benjamin Franklin statue

45 School St, Old City Hall courtyardPark Street or State (Blue/Orange)Free, sidewalk
Benjamin Franklin statue, Old City Hall, Boston
photo: Daderot, Wikimedia Commons (CC0)

Site of the country's first public school, from 1635. Find the mosaic in the pavement out front, which most people step over.

Old Corner Bookstore

283 Washington StState (Blue/Orange)Free, exterior only
Old Corner Bookstore, Boston
photo: Upstateherd, Wikimedia Commons (CC BY-SA 4.0)

The city's oldest commercial building, from 1718, later publisher of Hawthorne and Thoreau. Find the authors' plaque on the School Street side.

Old South Meeting House

310 Washington StState or Downtown CrossingDaily, roughly 10–5Admission; combined ticket with Old State House
Old South Meeting House, Boston
photo: Crisco 1492, Wikimedia Commons (CC BY-SA 4.0)

Where five thousand people met before the Tea Party in 1773. Find the tower clock, running since 1770.

Old State House

206 Washington StState (Blue/Orange)Daily, roughly 10–5Admission; combined ticket with Old South
Old State House, Boston
photo: Marco Almbauer, Wikimedia Commons (public domain)

The 1713 seat of colonial government; the Declaration was read from the balcony in 1776. Find the lion and unicorn on the gable.

Boston Massacre site

Traffic island, State St at Congress StState (Blue/Orange)Free
Site of the Boston Massacre, Boston
photo: City of Boston Archives, Wikimedia Commons (CC BY 2.0)

Where British soldiers killed five men in 1770, including Crispus Attucks. Find the cobblestone ring and stand on it.

Faneuil Hall

1 Faneuil Hall SquareGovernment Center (Blue/Green)Great Hall daily, roughly 9–5Free
Faneuil Hall, Boston
photo: Daderot, Wikimedia Commons (CC BY-SA 3.0)

Market below, meeting hall above, since 1742. Find the gilded grasshopper weathervane from Dock Square, then go upstairs for a free ranger talk. Halfway: eat here.

03

Stops 12–14: the North End

Three stops in half a mile, with the best food on the trail between them. See our North End guide.

Paul Revere House

19 North SquareHaymarket (Orange/Green)Daily in season, roughly 10–5; closed Mon in winterSmall admission
Paul Revere House, North End, Boston
photo: Jameslwoodward, Wikimedia Commons (CC BY-SA 3.0)

Downtown's oldest house, from about 1680, and Revere's home for thirty years. Worth the twenty-minute visit. Find the overhanging second storey and diamond-paned windows.

Old North Church

193 Salem StHaymarket or North StationDaily, roughly 10–5Admission; courtyards free
Old North Church, North End, Boston
photo: LEvalyn, Wikimedia Commons (CC BY 4.0)

The 1723 steeple where two lanterns hung on 18 April 1775. Find it framed by the Revere statue in the Paul Revere Mall: the best photo on the trail.

Copp's Hill Burying Ground

Hull St at Snow Hill StNorth Station (Orange/Green)Daily until duskFree
Copp's Hill Burying Ground, North End, Boston
photo: M2545, Wikimedia Commons (public domain)

From 1659, with the Mathers and Prince Hall. From the Hull Street gate, find the ten-foot-wide Skinny House at 44 Hull Street.

04

Stops 15–16: Charlestown

The mile most people skip. Over the Charlestown Bridge to the Navy Yard; both stops free.

USS Constitution

Charlestown Navy Yard, 1 Constitution RdNorth Station, 15-minute walkTue–Sun in season, roughly 10–4Free; photo ID for 18+
USS Constitution, Charlestown Navy Yard, Boston
photo: Crisco 1492, Wikimedia Commons (CC BY-SA 4.0)

Launched 1797, still commissioned, the oldest warship afloat. Find the copper sheathing on the hull below the waterline, originally from Paul Revere's mill.

Bunker Hill Monument

Monument Square, CharlestownCommunity College (Orange), 10-minute walkGrounds daily; climb seasonalFree; climb may need a timed pass
Bunker Hill Monument, Charlestown
photo: Marina Medic, Wikimedia Commons (CC BY-SA 4.0)

A 221-foot obelisk on the 1775 battlefield, 294 steps to the top. Find the end of the red line at the base. That is stop 16.

Order matters here. If the ship is closed (Mondays, some winter days), do the monument first. Finish at the Navy Yard pier for the ferry.

05

Timing: fast, normal or thorough

All three cover the full 16 stops; they differ in how much you go inside.

FastNormalThorough
Total timeAbout 2 hours3–4 hours6–8 hours
Go insideNothing; exteriors and burying groundsOld South and Old State House or Revere House, plus Faneuil Hall and the shipEverything open, plus the monument climb and both Charlestown museums
FoodA cannoli on Hanover StNorth End or Quincy Market lunch, about 45 minutesCoffee before, North End lunch, Warren Tavern after
Start by8am9am9am, when paid sites open
CostFree, plus transitRoughly $15–$25 per adult, plus foodRoughly $30–$40 per adult, plus food
Way homeFerry from the Navy YardFerry from the Navy YardFerry, or Orange Line from Community College
Good forA morning; a second time throughMost first visitsHistory fans; a rainy day

The trail is front-loaded, so be at Faneuil Hall by 11 and over the bridge by 2. See the one-day itinerary for a fuller plan.

06

What is free and what is paid on the Freedom Trail

Eleven of sixteen are free inside, one asks a donation, four charge admission. Check before you go.

#StopInsideNotes
1Boston CommonFreeOutdoor
2Massachusetts State HouseFreeWeekdays only; free tours
3Park Street ChurchFreeOpen to visitors in summer
4Granary Burying GroundFreeOutdoor, closes at dusk
5King's Chapel & Burying GroundDonation for the chapelBurying ground free
6Boston Latin School site / Franklin statueFreeSidewalk and courtyard
7Old Corner BookstoreFreeExterior only; restaurant inside
8Old South Meeting HouseAdmissionCombined ticket with Old State House
9Old State HouseAdmissionCombined ticket with Old South
10Boston Massacre siteFreeOutdoor marker
11Faneuil HallFreeGreat Hall, National Park Service
12Paul Revere HouseAdmissionSmall fee; closed Mondays in winter
13Old North ChurchAdmissionCourtyards and the Prado free
14Copp's Hill Burying GroundFreeOutdoor, closes at dusk
15USS ConstitutionFreePhoto ID for 18+; museum by donation
16Bunker Hill MonumentFreeClimb may need a timed pass in season

Paying for one thing? The Old South and Old State House combined ticket gives two interiors for one price. More in free things to do in Boston.

07

Where to eat along the way

Stops that fit the route without a detour, in trail order. Check hours before you go.

Thinking Cup, before you start

165 Tremont StPark Street (Green)Early to evening

Serious coffee two minutes from the start of the line, and the only coffee stop until the North End.

Boston Public Market and Haymarket

100 Hanover StHaymarket (Orange/Green)Market most days; Haymarket stalls Fri–Sat
Boston Public Market
photo: NewtonCourt, Wikimedia Commons (CC BY-SA 4.0)

Indoor market of Massachusetts producers where the trail crosses to the North End: oysters, cider doughnuts, sandwiches. Open-air produce stalls outside Fridays and Saturdays.

Quincy Market, if you want fast

4 S Market St, behind Faneuil HallGovernment Center (Blue/Green)Daily, roughly 10–9
Quincy Market, Boston
photo: Jack Boucher, Wikimedia Commons (public domain)

Touristy, but chowder from a stall on the steps is a fair fifteen-minute lunch. The North End is better if you have 45.

Galleria Umberto

289 Hanover StHaymarket (Orange/Green)Mon–Sat lunch only, usually gone by 2pm

Sicilian square pizza by the slice, arancini, cash only, since 1974. The best and cheapest lunch on the trail. Closed after 2pm.

Mike's, Modern or Bova's for the cannoli

Mike's 300 Hanover St · Modern 257 Hanover St · Bova's 134 Salem StHaymarket (Orange/Green)Mike's and Modern daytime; Bova's 24 hours

Mike's has the line, Modern fills shells to order and is the local pick, Bova's is open all night. Try two. More in best cannoli in Boston.

Regina Pizzeria, for a proper sit-down

11½ Thacher StHaymarket or North StationDaily, lunch and dinner
Regina Pizzeria, North End
photo: Rhododendrites, Wikimedia Commons (CC BY-SA 4.0)

The original Regina's, from 1926, between Copp's Hill and the bridge. Thin brick-oven pizza; see best pizza in Boston.

Warren Tavern, at the finish

2 Pleasant St, CharlestownCommunity College (Orange)Daily, lunch until late

Built in 1780, three minutes from the monument. A beer and a burger with all sixteen stops ticked is the correct end.

08

Getting there, getting back and what to bring

  • Start: Park Street station (Red/Green); the red line begins outside. No useful parking, so take the T.
  • Back: MBTA ferry from the Navy Yard pier to Long Wharf, subway fare, ten minutes. Or Community College (Orange), ten minutes from the monument.
  • Bring: photo ID for the ship, comfortable shoes for cobbles, water in summer.
  • Seasons: burying grounds and the ship close earlier in winter; North End feasts in July and August slow Hanover Street.
  • More: the Freedom Trail guide for history and tours, plus best walks and Boston without a car.

FAQ

Freedom Trail challenge: common questions

What is the Freedom Trail challenge?

The 2.5-mile Freedom Trail done as a checklist: all 16 official stops in order, Boston Common to Bunker Hill. Follow it from this page or in the no bad days club app.

How long does it take to walk the whole Freedom Trail?

About two hours without going inside, three to four hours with lunch and a paid site or two, a full day if you go inside everything.

Is the Freedom Trail free?

Walking it is free, and 11 of 16 stops are free inside. Old South, Old State House, Paul Revere House and Old North Church charge admission.

How do you get back from the end of the Freedom Trail?

Take the MBTA ferry from the Navy Yard pier to Long Wharf: subway fare, ten minutes. Or walk ten minutes to Community College on the Orange Line.

Can you do the Freedom Trail challenge with kids?

Yes. Most families do the Common to the North End, about two miles, with a cannoli stop, then ferry across to see the ship. The full trail is long for under-eights.

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