Amazing Race near Winter Hill, Massachusetts

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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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 Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!

Karen B.

Very enjoyable!

Kelly L.

Our family had a great time!

Christi C.

Image © jellie

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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Rendering Map

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directions

73 Tremont St., Boston, MA 02108

More Information

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Directory

Walking Tour

Dorchester Walking Tour Jeffries Point Walking Tour Dock Square Walking Tour Old Cambridge Walking Tour East Boston Walking Tour Brighton Walking Tour Downtown Financial District Walking Tour New Squantum Walking Tour Orient Heights Walking Tour Mount Ida Walking Tour Squantum Walking Tour Sommerville Walking Tour Uphams Corner Walking Tour Back Bay Walking Tour Spring Hill Walking Tour Edgeworth Walking Tour Cottage Hill Walking Tour Revere Walking Tour East Cambridge Walking Tour Prospect Hill Walking Tour West End Walking Tour Brookline Walking Tour Grove Hall Walking Tour Mission Hill Walking Tour Mount Auburn Walking Tour East Somerville Walking Tour Va Boston Healthcare System Brockton Campus Walking Tour Hendersonville Walking Tour Huron Village Walking Tour Admirals Hill Walking Tour Allston/brighton Walking Tour Jamaica Plain Walking Tour Court Park Walking Tour Chelsea Walking Tour South Boston Walking Tour Ashmont Walking Tour Somerville Walking Tour North Cambridge Walking Tour North Brighton Walking Tour Cambridgeport Walking Tour Medford Walking Tour Brookline Village Walking Tour Roxbury Walking Tour Allston Walking Tour Charlestown Walking Tour Glendale Walking Tour Bay Village Walking Tour Beacon Hill Walking Tour Dorchester Center Walking Tour Strawberry Hill Walking Tour Dorchester North Walking Tour Everett Walking Tour Crescent Beach Walking Tour Fort Winthrop Historical Walking Tour Downtown Boston Walking Tour Point Shirley Walking Tour Reservoir Walking Tour Larchwood Walking Tour South End Walking Tour Savin Hill Walking Tour Wellington Walking Tour West Somerville Walking Tour Forest Hills Walking Tour Malden Centre Walking Tour Malden Walking Tour South Bay Walking Tour Roxbury Crossing Walking Tour Cambridge Walking Tour Aberdeen Walking Tour Neponset Walking Tour Forest Hills Walking Tour Medford Hillside Walking Tour Fields Corner Walking Tour Winthrop Highlands Walking Tour Coolidge Hill Walking Tour Fenway/kenmore Walking Tour Chinatown/leather District Walking Tour Waterfront Walking Tour Longwood Station Walking Tour Kendall Square Walking Tour Suffolk Downs Station Walking Tour North End Walking Tour Beachmont Walking Tour Boston Walking Tour Meeting House Hill Walking Tour West Everett Walking Tour Faulkner Walking Tour City Point Walking Tour Ten Hills Walking Tour Inner Belt Walking Tour Winthrop Beach Walking Tour Avon Hill Walking Tour Quincy Market Walking Tour Mount Bowdoin Walking Tour Glenwood Walking Tour Coolidge Corner Walking Tour Winthrop Walking Tour Winter Hill Walking Tour Beaconsfield Walking Tour Cottage Park Walking Tour

Amazing Race

Squantum Amazing Race Dorchester Center Amazing Race Waterfront Amazing Race Fields Corner Amazing Race Malden Centre Amazing Race Charlestown Amazing Race Coolidge Corner Amazing Race Quincy Market Amazing Race Crescent Beach Amazing Race Brookline Village Amazing Race City Point Amazing Race Aberdeen Amazing Race Grove Hall Amazing Race Court Park Amazing Race Inner Belt Amazing Race West End Amazing Race Revere Amazing Race Brookline Amazing Race Point Shirley Amazing Race Neponset Amazing Race Bay Village Amazing Race Downtown Boston Amazing Race Savin Hill Amazing Race Kendall Square Amazing Race Beaconsfield Amazing Race Cottage Hill Amazing Race East Cambridge Amazing Race Faulkner Amazing Race Cambridgeport Amazing Race Forest Hills Amazing Race Huron Village Amazing Race Beacon Hill Amazing Race West Everett Amazing Race Jamaica Plain Amazing Race Reservoir Amazing Race Wellington Amazing Race Edgeworth Amazing Race Roxbury Amazing Race North End Amazing Race North Brighton Amazing Race Brighton Amazing Race Meeting House Hill Amazing Race Beachmont Amazing Race East Boston Amazing Race Suffolk Downs Station Amazing Race Dorchester Amazing Race Larchwood Amazing Race Back Bay Amazing Race Cottage Park Amazing Race Prospect Hill Amazing Race Mission Hill Amazing Race Va Boston Healthcare System Brockton Campus Amazing Race Mount Bowdoin Amazing Race Hendersonville Amazing Race South Bay Amazing Race Fort Winthrop Historical Amazing Race Forest Hills Amazing Race Dock Square Amazing Race New Squantum Amazing Race Coolidge Hill Amazing Race Ten Hills Amazing Race Winthrop Beach Amazing Race Mount Ida Amazing Race Cambridge Amazing Race Winthrop Highlands Amazing Race Winter Hill Amazing Race Glendale Amazing Race Allston/brighton Amazing Race East Somerville Amazing Race Sommerville Amazing Race Ashmont Amazing Race Jeffries Point Amazing Race Medford Amazing Race Chelsea Amazing Race Old Cambridge Amazing Race Roxbury Crossing Amazing Race Mount Auburn Amazing Race Everett Amazing Race Malden Amazing Race Spring Hill Amazing Race South End Amazing Race Longwood Station Amazing Race Strawberry Hill Amazing Race West Somerville Amazing Race Admirals Hill Amazing Race Fenway/kenmore Amazing Race Medford Hillside Amazing Race Orient Heights Amazing Race Winthrop Amazing Race Avon Hill Amazing Race Boston Amazing Race Uphams Corner Amazing Race Allston Amazing Race Somerville Amazing Race Chinatown/leather District Amazing Race Downtown Financial District Amazing Race North Cambridge Amazing Race Dorchester North Amazing Race Glenwood Amazing Race South Boston Amazing Race

Treasure Hunt

City Point Treasure Hunt Everett Treasure Hunt West Everett Treasure Hunt Brookline Treasure Hunt South Boston Treasure Hunt Somerville Treasure Hunt Dock Square Treasure Hunt Winter Hill Treasure Hunt Roxbury Crossing Treasure Hunt Jeffries Point Treasure Hunt Jamaica Plain Treasure Hunt West Somerville Treasure Hunt Beacon Hill Treasure Hunt Edgeworth Treasure Hunt Court Park Treasure Hunt Forest Hills Treasure Hunt Charlestown Treasure Hunt Admirals Hill Treasure Hunt Brighton Treasure Hunt Waterfront Treasure Hunt Boston Treasure Hunt Ashmont Treasure Hunt Winthrop Treasure Hunt Chinatown/leather District Treasure Hunt Crescent Beach Treasure Hunt Malden Treasure Hunt Squantum Treasure Hunt Grove Hall Treasure Hunt New Squantum Treasure Hunt Glendale Treasure Hunt Winthrop Highlands Treasure Hunt Revere Treasure Hunt Faulkner Treasure Hunt Dorchester North Treasure Hunt Coolidge Corner Treasure Hunt Old Cambridge Treasure Hunt Winthrop Beach Treasure Hunt Mount Ida Treasure Hunt Longwood Station Treasure Hunt Inner Belt Treasure Hunt Allston Treasure Hunt Ten Hills Treasure Hunt Cottage Hill Treasure Hunt North End Treasure Hunt North Brighton Treasure Hunt Avon Hill Treasure Hunt Dorchester Treasure Hunt Brookline Village Treasure Hunt Larchwood Treasure Hunt Back Bay Treasure Hunt Medford Treasure Hunt Strawberry Hill Treasure Hunt West End Treasure Hunt Suffolk Downs Station Treasure Hunt East Boston Treasure Hunt Prospect Hill Treasure Hunt Huron Village Treasure Hunt Meeting House Hill Treasure Hunt Orient Heights Treasure Hunt Fenway/kenmore Treasure Hunt Cambridgeport Treasure Hunt Kendall Square Treasure Hunt Bay Village Treasure Hunt Downtown Boston Treasure Hunt South Bay Treasure Hunt East Somerville Treasure Hunt Fort Winthrop Historical Treasure Hunt Spring Hill Treasure Hunt Beachmont Treasure Hunt Sommerville Treasure Hunt Downtown Financial District Treasure Hunt North Cambridge Treasure Hunt Coolidge Hill Treasure Hunt Uphams Corner Treasure Hunt Allston/brighton Treasure Hunt Mission Hill Treasure Hunt Roxbury Treasure Hunt Dorchester Center Treasure Hunt Malden Centre Treasure Hunt Point Shirley Treasure Hunt Mount Bowdoin Treasure Hunt East Cambridge Treasure Hunt Mount Auburn Treasure Hunt Reservoir Treasure Hunt Medford Hillside Treasure Hunt Quincy Market Treasure Hunt Beaconsfield Treasure Hunt Wellington Treasure Hunt Savin Hill Treasure Hunt Neponset Treasure Hunt Chelsea Treasure Hunt Aberdeen Treasure Hunt Glenwood Treasure Hunt Cambridge Treasure Hunt Cottage Park Treasure Hunt Hendersonville Treasure Hunt Fields Corner Treasure Hunt South End Treasure Hunt Va Boston Healthcare System Brockton Campus Treasure Hunt Forest Hills Treasure Hunt

Scavenger Hunt

Waterfront Scavenger Hunt Spring Hill Scavenger Hunt East Somerville Scavenger Hunt Medford Scavenger Hunt Beacon Hill Scavenger Hunt Cottage Hill Scavenger Hunt Quincy Market Scavenger Hunt Point Shirley Scavenger Hunt Jamaica Plain Scavenger Hunt Dorchester Scavenger Hunt East Cambridge Scavenger Hunt Charlestown Scavenger Hunt Everett Scavenger Hunt Faulkner Scavenger Hunt Hendersonville Scavenger Hunt Beachmont Scavenger Hunt Admirals Hill Scavenger Hunt Downtown Financial District Scavenger Hunt South Boston Scavenger Hunt Kendall Square Scavenger Hunt Wellington Scavenger Hunt Malden Scavenger Hunt Dock Square Scavenger Hunt Brookline Scavenger Hunt Longwood Station Scavenger Hunt Huron Village Scavenger Hunt Avon Hill Scavenger Hunt West End Scavenger Hunt Larchwood Scavenger Hunt Va Boston Healthcare System Brockton Campus Scavenger Hunt Malden Centre Scavenger Hunt East Boston Scavenger Hunt Neponset Scavenger Hunt Revere Scavenger Hunt Winthrop Highlands Scavenger Hunt Strawberry Hill Scavenger Hunt Sommerville Scavenger Hunt Grove Hall Scavenger Hunt Mount Auburn Scavenger Hunt Edgeworth Scavenger Hunt Dorchester North Scavenger Hunt Savin Hill Scavenger Hunt North Cambridge Scavenger Hunt Cottage Park Scavenger Hunt Allston Scavenger Hunt New Squantum Scavenger Hunt Forest Hills Scavenger Hunt Brighton Scavenger Hunt West Somerville Scavenger Hunt Medford Hillside Scavenger Hunt South End Scavenger Hunt Meeting House Hill Scavenger Hunt Roxbury Crossing Scavenger Hunt Boston Scavenger Hunt Prospect Hill Scavenger Hunt Mission Hill Scavenger Hunt Beaconsfield Scavenger Hunt Reservoir Scavenger Hunt Fort Winthrop Historical Scavenger Hunt Glenwood Scavenger Hunt West Everett Scavenger Hunt Coolidge Corner Scavenger Hunt Old Cambridge Scavenger Hunt Downtown Boston Scavenger Hunt Forest Hills Scavenger Hunt Jeffries Point Scavenger Hunt Back Bay Scavenger Hunt North Brighton Scavenger Hunt Bay Village Scavenger Hunt Winthrop Beach Scavenger Hunt Fenway/kenmore Scavenger Hunt Dorchester Center Scavenger Hunt North End Scavenger Hunt South Bay Scavenger Hunt Court Park Scavenger Hunt Cambridge Scavenger Hunt Glendale Scavenger Hunt Ashmont Scavenger Hunt Allston/brighton Scavenger Hunt Ten Hills Scavenger Hunt Coolidge Hill Scavenger Hunt Aberdeen Scavenger Hunt City Point Scavenger Hunt Chelsea Scavenger Hunt Uphams Corner Scavenger Hunt Winter Hill Scavenger Hunt Roxbury Scavenger Hunt Brookline Village Scavenger Hunt Suffolk Downs Station Scavenger Hunt Crescent Beach Scavenger Hunt Mount Ida Scavenger Hunt Somerville Scavenger Hunt Orient Heights Scavenger Hunt Inner Belt Scavenger Hunt Fields Corner Scavenger Hunt Squantum Scavenger Hunt Chinatown/leather District Scavenger Hunt Winthrop Scavenger Hunt Mount Bowdoin Scavenger Hunt Cambridgeport Scavenger Hunt

Escape Room

Back Bay Escape Room Chinatown/leather District Escape Room City Point Escape Room Waterfront Escape Room Winthrop Beach Escape Room Quincy Market Escape Room Medford Escape Room Mount Auburn Escape Room North Cambridge Escape Room Charlestown Escape Room Roxbury Escape Room West End Escape Room Brookline Village Escape Room Everett Escape Room Forest Hills Escape Room Allston/brighton Escape Room Glenwood Escape Room Strawberry Hill Escape Room Allston Escape Room Cambridge Escape Room Bay Village Escape Room Larchwood Escape Room Point Shirley Escape Room Hendersonville Escape Room Meeting House Hill Escape Room Dorchester Escape Room South Boston Escape Room Mount Ida Escape Room Brookline Escape Room Beacon Hill Escape Room North Brighton Escape Room Old Cambridge Escape Room Edgeworth Escape Room Orient Heights Escape Room Avon Hill Escape Room Medford Hillside Escape Room Coolidge Hill Escape Room Jamaica Plain Escape Room New Squantum Escape Room Boston Escape Room Spring Hill Escape Room Huron Village Escape Room Fenway/kenmore Escape Room Uphams Corner Escape Room Grove Hall Escape Room West Everett Escape Room Forest Hills Escape Room Admirals Hill Escape Room Downtown Boston Escape Room Dorchester North Escape Room Glendale Escape Room East Somerville Escape Room Winthrop Escape Room Roxbury Crossing Escape Room South End Escape Room Coolidge Corner Escape Room Neponset Escape Room Malden Centre Escape Room Cottage Park Escape Room Downtown Financial District Escape Room Chelsea Escape Room Wellington Escape Room Brighton Escape Room Mission Hill Escape Room Cottage Hill Escape Room South Bay Escape Room Savin Hill Escape Room Reservoir Escape Room Ashmont Escape Room North End Escape Room Jeffries Point Escape Room Kendall Square Escape Room Beaconsfield Escape Room Aberdeen Escape Room Fort Winthrop Historical Escape Room Crescent Beach Escape Room Dorchester Center Escape Room Faulkner Escape Room Court Park Escape Room Va Boston Healthcare System Brockton Campus Escape Room Malden Escape Room Winthrop Highlands Escape Room East Cambridge Escape Room Beachmont Escape Room Winter Hill Escape Room Revere Escape Room Prospect Hill Escape Room Suffolk Downs Station Escape Room Longwood Station Escape Room Mount Bowdoin Escape Room West Somerville Escape Room Sommerville Escape Room Inner Belt Escape Room Fields Corner Escape Room Squantum Escape Room Dock Square Escape Room East Boston Escape Room Ten Hills Escape Room Cambridgeport Escape Room Somerville Escape Room

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