Amazing Race near Chestnut Hill, Massachusetts

Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

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 © Oliverto

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Puzzling Adventures Highlights

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

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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

Scavenger Hunt

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

Walking Tour

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

Amazing Race

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

Escape Room

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

Treasure Hunt

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

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