Walking Tour near Chestnut Hill, Massachusetts

Puzzling Adventures Customer Photo Dive into a Puzzling Adventures, where self-guided tours intertwine with interactive problem solving. We invite you to unravel the city's clandestine enigmas while giving your mind a workout. Experience urban discovery like never before!

Puzzling Adventures

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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.


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Puzzling Adventures near Chestnut Hill

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Fun fun fun! great way to experience a new area!
Rhonda R.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Eriksen

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Puzzling Adventures Highlights

  • 250+ Locations
  • Photo Challenges
  • Informative
  • Exploration
  • Team building
  • Kid friendly
  • No reservations
  • Outdoor activity
  • Accessible
  • Flat rate price
  • Enriching

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There are a lot of studies that show even just sitting under a tree every day, lowers our stress, which can then, in turn, lower blood pressure, heart rate and those stress hormones, like cortisol. There's a natural calming effect created by breathing in fresh air and focusing on the sounds and sights around you. It's even proven to help people suffering from anxiety and depression. There's studies that are ongoing about how that could potentially help people who have ADHD. It's been shown it can improve our memory even so it could be even more cognitively active when we come back from being outside.
CBS News

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Mapping 65 John F Kennedy St, Cambridge, MA 02138
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directions
65 John F Kennedy St, Cambridge, MA 02138
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Directory

Walking Tour

Ten Hills Walking Tour Everett Walking Tour Dock Square Walking Tour Newton Walking Tour Back Bay Walking Tour Winter Hill Walking Tour Eastview Park Walking Tour Bemis Walking Tour Brookline Village Walking Tour Belmont Walking Tour Roxbury Crossing Walking Tour North Cambridge Walking Tour Cedar Hill Camp Walking Tour Brookline Walking Tour South End Walking Tour Watertown Walking Tour Kendall Square Walking Tour Nonantum Walking Tour North Brighton Walking Tour East Watertown Walking Tour Charlestown Walking Tour Malden Centre Walking Tour Reservoir Walking Tour Allston Brighton Walking Tour Newton Corner Walking Tour Fenway/kenmore Walking Tour Brighton Walking Tour Somerville Walking Tour Malden Walking Tour Wedgemere Walking Tour Cambridge Walking Tour Uphams Corner Walking Tour Symmes Corner Walking Tour Chelsea Walking Tour Chestnut Hill Walking Tour Strawberry Hill Walking Tour Newtonville Walking Tour Beacon Hill Walking Tour Roxbury Walking Tour Va Boston Healthcare System Brockton Campus Walking Tour Arlington Heights Walking Tour Thompsonville Walking Tour Beaver Brook Station Walking Tour Sommerville Walking Tour Mount Auburn Walking Tour Waverley Walking Tour Faneuil Walking Tour Huron Village Walking Tour Inner Belt Walking Tour Payson Park Walking Tour North Village Walking Tour Beaconsfield Walking Tour Aberdeen Walking Tour Downtown Boston Walking Tour Larchwood Walking Tour Jeffries Point Walking Tour Brattle Walking Tour Edgeworth Walking Tour Jamaica Plain Walking Tour West End Walking Tour Mission Hill Walking Tour Admirals Hill Walking Tour North End Walking Tour East Boston Walking Tour Wellington Walking Tour Downtown/financial District Walking Tour Hendersonville Walking Tour Coolidge Corner Walking Tour Avon Hill Walking Tour Cambridgeport Walking Tour Boston Walking Tour Glendale Walking Tour Waterfront Walking Tour East Somerville Walking Tour Chinatown/leather District Walking Tour Prospect Hill Walking Tour East Cambridge Walking Tour Spring Hill Walking Tour Coolidge Hill Walking Tour West Medford Walking Tour Old Cambridge Walking Tour Medford Hillside Walking Tour South Bay Walking Tour Dorchester North Walking Tour Allston Walking Tour Newton Center Walking Tour Oak Grove Walking Tour South Boston Walking Tour Glenwood Walking Tour Longwood Station Walking Tour West Everett Walking Tour Bay Village Walking Tour East Arlington Walking Tour Grove Hall Walking Tour West Somerville Walking Tour Medford Walking Tour Clematis Brook Station Walking Tour Malden Highlands Walking Tour Quincy Market Walking Tour Arlington Walking Tour

Treasure Hunt

Aberdeen Treasure Hunt Spring Hill Treasure Hunt Thompsonville Treasure Hunt North Cambridge Treasure Hunt Downtown Boston Treasure Hunt Jamaica Plain Treasure Hunt East Watertown Treasure Hunt Boston Treasure Hunt Hendersonville Treasure Hunt South End Treasure Hunt Waterfront Treasure Hunt Old Cambridge Treasure Hunt Brattle Treasure Hunt Huron Village Treasure Hunt Chinatown/leather District Treasure Hunt Everett Treasure Hunt West End Treasure Hunt Chestnut Hill Treasure Hunt Malden Highlands Treasure Hunt Brookline Treasure Hunt Allston Brighton Treasure Hunt Bemis Treasure Hunt Back Bay Treasure Hunt Admirals Hill Treasure Hunt Medford Hillside Treasure Hunt Eastview Park Treasure Hunt North End Treasure Hunt Nonantum Treasure Hunt West Everett Treasure Hunt Chelsea Treasure Hunt Winter Hill Treasure Hunt Malden Treasure Hunt Longwood Station Treasure Hunt North Brighton Treasure Hunt Newtonville Treasure Hunt Brookline Village Treasure Hunt Symmes Corner Treasure Hunt Belmont Treasure Hunt Jeffries Point Treasure Hunt Newton Center Treasure Hunt Strawberry Hill Treasure Hunt Uphams Corner Treasure Hunt Cedar Hill Camp Treasure Hunt Medford Treasure Hunt Oak Grove Treasure Hunt Inner Belt Treasure Hunt Edgeworth Treasure Hunt Newton Corner Treasure Hunt Payson Park Treasure Hunt Arlington Heights Treasure Hunt Fenway/kenmore Treasure Hunt East Cambridge Treasure Hunt Coolidge Hill Treasure Hunt North Village Treasure Hunt Coolidge Corner Treasure Hunt Roxbury Treasure Hunt Avon Hill Treasure Hunt Arlington Treasure Hunt Grove Hall Treasure Hunt Beaconsfield Treasure Hunt Sommerville Treasure Hunt Allston Treasure Hunt West Medford Treasure Hunt Downtown/financial District Treasure Hunt West Somerville Treasure Hunt Mount Auburn Treasure Hunt Kendall Square Treasure Hunt East Boston Treasure Hunt Dorchester North Treasure Hunt Watertown Treasure Hunt Faneuil Treasure Hunt Beacon Hill Treasure Hunt Reservoir Treasure Hunt Cambridge Treasure Hunt Wedgemere Treasure Hunt Glendale Treasure Hunt Newton Treasure Hunt Roxbury Crossing Treasure Hunt East Arlington Treasure Hunt Mission Hill Treasure Hunt Wellington Treasure Hunt Waverley Treasure Hunt Malden Centre Treasure Hunt Clematis Brook Station Treasure Hunt Va Boston Healthcare System Brockton Campus Treasure Hunt Prospect Hill Treasure Hunt Glenwood Treasure Hunt Larchwood Treasure Hunt Charlestown Treasure Hunt East Somerville Treasure Hunt South Bay Treasure Hunt Ten Hills Treasure Hunt Bay Village Treasure Hunt Brighton Treasure Hunt Beaver Brook Station Treasure Hunt Cambridgeport Treasure Hunt Quincy Market Treasure Hunt Dock Square Treasure Hunt Somerville Treasure Hunt South Boston Treasure Hunt

Scavenger Hunt

East Boston Scavenger Hunt Admirals Hill Scavenger Hunt Hendersonville Scavenger Hunt Huron Village Scavenger Hunt Glendale Scavenger Hunt Chinatown/leather District Scavenger Hunt South Bay Scavenger Hunt Boston Scavenger Hunt Winter Hill Scavenger Hunt Chelsea Scavenger Hunt Aberdeen Scavenger Hunt Arlington Scavenger Hunt Downtown Boston Scavenger Hunt Waverley Scavenger Hunt East Somerville Scavenger Hunt West Medford Scavenger Hunt Reservoir Scavenger Hunt Coolidge Corner Scavenger Hunt Back Bay Scavenger Hunt Bemis Scavenger Hunt Allston Scavenger Hunt Grove Hall Scavenger Hunt Prospect Hill Scavenger Hunt Old Cambridge Scavenger Hunt South Boston Scavenger Hunt East Watertown Scavenger Hunt North Cambridge Scavenger Hunt Longwood Station Scavenger Hunt Waterfront Scavenger Hunt Avon Hill Scavenger Hunt Strawberry Hill Scavenger Hunt Beacon Hill Scavenger Hunt Oak Grove Scavenger Hunt Bay Village Scavenger Hunt Chestnut Hill Scavenger Hunt Clematis Brook Station Scavenger Hunt Malden Scavenger Hunt North End Scavenger Hunt Medford Scavenger Hunt Newton Corner Scavenger Hunt Spring Hill Scavenger Hunt Faneuil Scavenger Hunt Mission Hill Scavenger Hunt Edgeworth Scavenger Hunt Medford Hillside Scavenger Hunt East Arlington Scavenger Hunt Wellington Scavenger Hunt Brookline Village Scavenger Hunt Mount Auburn Scavenger Hunt Glenwood Scavenger Hunt North Village Scavenger Hunt Brookline Scavenger Hunt Wedgemere Scavenger Hunt West End Scavenger Hunt Roxbury Crossing Scavenger Hunt Dock Square Scavenger Hunt Downtown/financial District Scavenger Hunt Nonantum Scavenger Hunt Arlington Heights Scavenger Hunt Uphams Corner Scavenger Hunt Roxbury Scavenger Hunt Newtonville Scavenger Hunt Ten Hills Scavenger Hunt East Cambridge Scavenger Hunt Newton Center Scavenger Hunt Coolidge Hill Scavenger Hunt Jamaica Plain Scavenger Hunt Kendall Square Scavenger Hunt Inner Belt Scavenger Hunt West Somerville Scavenger Hunt Watertown Scavenger Hunt Allston Brighton Scavenger Hunt West Everett Scavenger Hunt Quincy Market Scavenger Hunt Beaconsfield Scavenger Hunt Cambridgeport Scavenger Hunt Beaver Brook Station Scavenger Hunt Larchwood Scavenger Hunt Va Boston Healthcare System Brockton Campus Scavenger Hunt Jeffries Point Scavenger Hunt Newton Scavenger Hunt Malden Centre Scavenger Hunt Thompsonville Scavenger Hunt Cedar Hill Camp Scavenger Hunt Brighton Scavenger Hunt Cambridge Scavenger Hunt Symmes Corner Scavenger Hunt Malden Highlands Scavenger Hunt Fenway/kenmore Scavenger Hunt Eastview Park Scavenger Hunt Payson Park Scavenger Hunt South End Scavenger Hunt Charlestown Scavenger Hunt North Brighton Scavenger Hunt Dorchester North Scavenger Hunt Sommerville Scavenger Hunt Brattle Scavenger Hunt Everett Scavenger Hunt Somerville Scavenger Hunt Belmont Scavenger Hunt

Escape Room

Eastview Park Escape Room Brookline Escape Room Larchwood Escape Room North Brighton Escape Room Allston Brighton Escape Room Cambridgeport Escape Room Prospect Hill Escape Room Quincy Market Escape Room Malden Escape Room Old Cambridge Escape Room Coolidge Hill Escape Room Arlington Escape Room Avon Hill Escape Room Waverley Escape Room Wedgemere Escape Room Faneuil Escape Room Brighton Escape Room Dorchester North Escape Room West Everett Escape Room North Cambridge Escape Room Cambridge Escape Room Mission Hill Escape Room Beacon Hill Escape Room Wellington Escape Room Newton Center Escape Room West Medford Escape Room Admirals Hill Escape Room Boston Escape Room Cedar Hill Camp Escape Room Downtown Boston Escape Room Glendale Escape Room Spring Hill Escape Room East Somerville Escape Room Grove Hall Escape Room East Arlington Escape Room Chelsea Escape Room East Watertown Escape Room Kendall Square Escape Room Dock Square Escape Room East Cambridge Escape Room Fenway/kenmore Escape Room Mount Auburn Escape Room Reservoir Escape Room Chestnut Hill Escape Room Beaconsfield Escape Room Hendersonville Escape Room East Boston Escape Room Edgeworth Escape Room Roxbury Crossing Escape Room Symmes Corner Escape Room Newton Corner Escape Room Charlestown Escape Room Ten Hills Escape Room West Somerville Escape Room Jamaica Plain Escape Room Back Bay Escape Room Brookline Village Escape Room Payson Park Escape Room South Bay Escape Room Oak Grove Escape Room Brattle Escape Room Bay Village Escape Room Winter Hill Escape Room Va Boston Healthcare System Brockton Campus Escape Room Uphams Corner Escape Room Newton Escape Room West End Escape Room Strawberry Hill Escape Room Sommerville Escape Room Medford Escape Room Thompsonville Escape Room Belmont Escape Room Inner Belt Escape Room Malden Highlands Escape Room Downtown/financial District Escape Room Jeffries Point Escape Room Allston Escape Room Glenwood Escape Room Aberdeen Escape Room Chinatown/leather District Escape Room Coolidge Corner Escape Room Huron Village Escape Room Newtonville Escape Room Watertown Escape Room South End Escape Room Waterfront Escape Room Bemis Escape Room Everett Escape Room Arlington Heights Escape Room North Village Escape Room North End Escape Room Beaver Brook Station Escape Room Somerville Escape Room Malden Centre Escape Room Clematis Brook Station Escape Room Medford Hillside Escape Room Roxbury Escape Room South Boston Escape Room Nonantum Escape Room Longwood Station Escape Room

Amazing Race

Jeffries Point Amazing Race Avon Hill Amazing Race Prospect Hill Amazing Race Beaconsfield Amazing Race Dorchester North Amazing Race South Boston Amazing Race Watertown Amazing Race Larchwood Amazing Race Newtonville Amazing Race Cambridge Amazing Race Malden Centre Amazing Race West End Amazing Race Strawberry Hill Amazing Race East Boston Amazing Race Uphams Corner Amazing Race Allston Amazing Race Waverley Amazing Race Allston Brighton Amazing Race Brighton Amazing Race Brattle Amazing Race Nonantum Amazing Race Wedgemere Amazing Race West Everett Amazing Race West Somerville Amazing Race North Village Amazing Race Payson Park Amazing Race Admirals Hill Amazing Race Newton Amazing Race Huron Village Amazing Race Va Boston Healthcare System Brockton Campus Amazing Race Back Bay Amazing Race Glendale Amazing Race Downtown Boston Amazing Race Cedar Hill Camp Amazing Race Waterfront Amazing Race North Cambridge Amazing Race Brookline Amazing Race Coolidge Corner Amazing Race Roxbury Amazing Race Glenwood Amazing Race South End Amazing Race Quincy Market Amazing Race North Brighton Amazing Race Longwood Station Amazing Race Spring Hill Amazing Race Medford Hillside Amazing Race East Cambridge Amazing Race South Bay Amazing Race Mount Auburn Amazing Race Arlington Amazing Race Coolidge Hill Amazing Race Beacon Hill Amazing Race Everett Amazing Race Newton Center Amazing Race Winter Hill Amazing Race Cambridgeport Amazing Race East Watertown Amazing Race Old Cambridge Amazing Race Bemis Amazing Race Aberdeen Amazing Race Jamaica Plain Amazing Race Mission Hill Amazing Race Eastview Park Amazing Race Wellington Amazing Race Ten Hills Amazing Race Inner Belt Amazing Race Oak Grove Amazing Race Brookline Village Amazing Race Malden Highlands Amazing Race Chinatown/leather District Amazing Race Malden Amazing Race East Somerville Amazing Race East Arlington Amazing Race Reservoir Amazing Race Kendall Square Amazing Race Sommerville Amazing Race Symmes Corner Amazing Race Roxbury Crossing Amazing Race Beaver Brook Station Amazing Race Grove Hall Amazing Race Chestnut Hill Amazing Race Bay Village Amazing Race Chelsea Amazing Race Newton Corner Amazing Race Medford Amazing Race North End Amazing Race Dock Square Amazing Race Downtown/financial District Amazing Race West Medford Amazing Race Boston Amazing Race Belmont Amazing Race Edgeworth Amazing Race Charlestown Amazing Race Clematis Brook Station Amazing Race Hendersonville Amazing Race Somerville Amazing Race Arlington Heights Amazing Race Fenway/kenmore Amazing Race Thompsonville Amazing Race Faneuil Amazing Race

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