Amazing Race near Winter Hill, Massachusetts

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If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

Puzzling Adventures

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About Puzzling Adventures

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Fun fun fun! great way to experience a new area!

Rhonda R.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © MacFlore

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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Mapping 73 Tremont St., Boston, MA 02108

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73 Tremont St., Boston, MA 02108

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Directory

Escape Room

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

Amazing Race

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Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

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