Escape Room near Winter Hill, Massachusetts

Puzzling Adventures are like an outdoor escape room experience! Engage your mind with brain teasers and questions as you navigate from one city location to another. Complete the full circuit to successfully conquer this immersive, interactive challenge!

Puzzling Adventures

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About Puzzling Adventures

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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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 so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.

Sandi K.

Image © Sierras uncles orange shirt

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Puzzling Adventures Highlights

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

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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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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