Even locals find new thrills with our outdoor activities in familiar places like discovering hidden gems within Heritage Quilt Tour routes or participating in lively community events around town squares - join us today!

Locations New York Chester

Top Outdoor Activities In Chester, New York

Q: What are some fun Outdoor Activities in Chester?

Chester offers a variety of fun outdoor activities perfect for all ages! From exploring scenic trails at Goosepond Mountain Views to discovering local art at Sugar Loaf Arts Scene, there is something for everyone. Join us today for an unforgettable adventure!

Q: Are scavenger hunts good for groups in Chester?

Absolutely! Our scavenger hunts are ideal for groups looking to bond over exciting challenges while exploring Chester's iconic sites. Perfect for families or friends seeking a day filled with laughter and discoveries - book your group adventure now!

Q: I am new to Chester what do you recommend?

Welcome to Chester! We recommend starting with our engaging outdoor activities like exploring historic areas such as Creamery Trail Hub or enjoying live music events around town. These experiences will give you insight into what makes visiting Chester truly special.

Q: What is the full list of all the scavenger hunts and activities that I can do in Chester

There are quire a few scavenger hunts and activities that we offer in Chester, here is a full list: Chester New York Scavenger Hunt: Chester New York Scavenger Hunt , Chester New York Scavenger Hunt: Goshen Gallop Scavenger Hunt , Chester Bachelorette Party Ideas , Chester New York Tours , Chester Corporate Team Building Activities , and Chester Birthday Party Ideas

Step into the enchanting world of Chester, New York, where the charm of the Hudson Valley Hideaway beckons both tourists and locals alike. Our outdoor activities offer an exhilarating way to explore this vibrant locale, from it's historic rail village to hidden gems. Whether you are wandering through art scenes or taking in Goosepond Mountain views, Chester promises unforgettable experiences.

See Top Rated Chester Hunt Browse All Chester Activities

Adventurers exploring in Chester!

Chester New York Downtown

4.8/5 stars for 2,000 Adventurers in Chester & 5,000,000 ADVENTURERS Around The World

Outdoor Experiences in Chester, New York

Welcome to our expertly curated list of outdoor activities in Chester! Each activity is designed to spark your sense of adventure and uncover something extraordinary. From thrilling quests to unique challenges, dive into an experience that is as exciting as it is memorable.

Top Rated

Chester New York Scavenger Hunt Scavenger Hunt card image

5.0 (22 reviews)

Chester New York Scavenger Hunt Scavenger Hunt

Downtown, Chester, New York

Get ready to uncover the hidden gems of Chester's Downtown neighborhood on our exciting...

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Goshen Gallop Scavenger Hunt Scavenger Hunt card image

5.0 (14 reviews)

Goshen Gallop Scavenger Hunt Scavenger Hunt

Downtown, Goshen, New York

Giddy up for a galloping good time in Goshen! Uncover trot-tastic secrets on a 2-mile...

See Top Rated Chester Hunt

More Hunts Nearby

Can't find what you're looking for in Chester? Check out these great scavenger hunts within 30 miles.

9.7 mi away

Middletown‘s Marvelous Mystery Hunt Scavenger Hunt card image

5.0 (17 reviews)

Middletown‘s Marvelous Mystery Hunt Scavenger Hunt

Downtown, Middletown, New York

Middletown‘s history is no mystery; join our scavenger hunt in Downtown for laughs,...

See Top Rated Chester Hunt

15.2 mi away

Tomkins Cove Scavenger Hunt Scavenger Hunt card image

5.0 (14 reviews)

Tomkins Cove Scavenger Hunt Scavenger Hunt

Downtown, Tomkins Cove, New York

Cortlandt‘s history is no joke, but our scavenger hunt through Downtown will have you...

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16.4 mi away

Highland Falls Hide-and-Seek Scavenger Hunt card image

5.0 (19 reviews)

Highland Falls Hide-and-Seek Scavenger Hunt

Downtown, Highland Falls, New York

Join our thrilling scavenger hunt in Highland Falls Downtown, uncovering hidden gems from...

See Top Rated Chester Hunt

16.8 mi away

West Point‘s Cadet Caper Adventure Scavenger Hunt card image

5.0 (19 reviews)

West Point‘s Cadet Caper Adventure Scavenger Hunt

Downtown, West Point, New York

Join our thrilling scavenger hunt in Downtown West Point, NY! Uncover hidden gems,...

See Top Rated Chester Hunt

17.4 mi away

5.0 (25 reviews)

Cold Spring scavenger hunt

East, Cold Spring, New York

In Cold Spring, even George Washington couldn't resist this two-mile scavenger hunt!...

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18.7 mi away

Montrose New York Scavenger Hunt Scavenger Hunt card image

5.0 (13 reviews)

Montrose New York Scavenger Hunt Scavenger Hunt

Downtown, Montrose, New York

Montrose, where history‘s the treasure! Dive into a thrilling scavenger hunt through...

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18.9 mi away

Beacon‘s Bacon of a Hunt! Scavenger Hunt card image

5.0 (17 reviews)

Beacon‘s Bacon of a Hunt! Scavenger Hunt

Downtown, Beacon, New York

Did you know Beacon shines brightest in Downtown? Our scavenger hunt will have you...

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22.1 mi away

Matamoras Scavenger Hunt Scavenger Hunt card image

5.0 (13 reviews)

Matamoras Scavenger Hunt Scavenger Hunt

Downtown, Matamoras, Pennsylvania

Discover Matamoras, PA's hidden gems! Join us on a two-mile scavenger hunt and explore...

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An Epic Chester, New York experience

Embark on an epic journey with our Chester New York Scavenger Hunt! Uncover iconic landmarks and hidden treasures throughout Chester's bustling streets filled with vibrant street art and historic plazas.
Gather your team for thrilling trivia quests, daring photo challenges, and exciting scavenger hunts that earn points on our innovative app - compare scores and celebrate your victories together!

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How Our Chester, New York Outdoor Activities Work

Our expert team has meticulously researched over 3,050 cities worldwide crafting unique outdoor adventures tailored specifically towards maximizing enjoyment across various locales including Northeast regions like those found here within lovely little towns such as yours right now too perhaps? Every single one comes complete w...

Top Outdoor Attractions In Chester

Discover Chester's top attractions through our outdoor activities, each offering a unique glimpse into this charming town. Explore the Sugar Loaf Arts Scene or take a stroll along the Creamery Trail Hub for a taste of local culture. Embrace the allure of Goosepond Mountain Views with adventures that promise excitement at every turn. Click on each location to see related activities.

Yelverton Inn

Explore the historic charm of Hudson Valley Haven. Locals whisper secrets hidden in the brickwork. A must-see for history buffs visiting Chester.

Revolutionary Militia Plaque

Visit the Militia Captain's Monument and imagine musket drills echoing here. Locals say his name appears only at sunset. A fascinating outdoor activity in Chester.

Hambletonian

Gather at Hambletonian's resting place for a group selfie. Local lore claims a lucky pat on the fence brings good fortune. A recommended outdoor activity in Chester.

World War I Monument & Chester Bicentennial Commission Time Capsule

Pause by this tribute and guess what's inside the time capsule from Sugar Loaf Arts Village. An intriguing stop on your Chester tour.

1915 Chester Depot

Spot original rail tracks where onions from Black Dirt Region first rolled to NYC. Guess when the last train left—a unique outdoor activity in Chester.

Chester Village Hall

Capture architecture and perhaps hear the old bell's echo on quiet mornings. Feel Chester's pulse on this guided tour stop—an engaging outdoor activity.

Yelverton Inn

Explore the historic charm of Hudson Valley Haven. Locals whisper secrets hidden in the brickwork. A must-see for history buffs visiting Chester.

Revolutionary Militia Plaque

Visit the Militia Captain's Monument and imagine musket drills echoing here. Locals say his name appears only at sunset. A fascinating outdoor activity in Chester.

Hambletonian

Gather at Hambletonian's resting place for a group selfie. Local lore claims a lucky pat on the fence brings good fortune. A recommended outdoor activity in Chester.

See our Top Outdoor Activities By Neighborhood

Explore Chester's vibrant neighborhoods through our outdoor activities, each offering it's own unique flair and hidden gems waiting to be discovered. Dive into these areas and uncover what makes them special - click on these neighborhoods to see the related activity.

22.1 mi away

5.0 (1 reviews)

Downtown

Downtown, Chester, New York

Explore Downtown Chester, where history meets adventure. From the Yelverton Inn to the Revolutionary Militia Plaque, this area is packed with must-see attractions that...

See Top Rated Chester Hunt

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12,000+ Reviews For our Hunts

See what people say about our outdoor activities in Chester

Our happy customers in Chester rave about their experiences with our outdoor activities! With glowing testimonials and stellar ratings, it is clear why so many choose us for their adventure needs. Join countless others who have discovered the joy and excitement we offer in this beautiful city.

What a memorable experience! The self-guided tour allowed us to explore at our own pace while enjoying scenic views in Downtown.

Brian W.

I really enjoyed this thing to do in Chester. The app made navigating easy, and we found so many cool spots along the way!

Samantha L.

This interactive experience was perfect for tourists wanting to see points of interest around Chester while having fun.

Chris H.

Exploring the Chester Village Hall was one of the highlights of our day. A great thing to do for anyone visiting!

Laura M.

We loved our walking tour of Downtown Chester. It was a unique way to see iconic landmarks and learn their stories.

Daniel G.

A fantastic outdoor activity around Downtown Chester. Walking through history made for an unforgettable experience.

Jessica D.

This was such a fun date idea in Chester. We explored the Yelverton Inn and enjoyed some quality time together.

David B.

What a great family activity in Chester! The kids loved finding clues and learning about the Revolutionary Militia Plaque.

Sarah W.

The Chester walking tour was an amazing experience. We discovered hidden gems and enjoyed the beautiful sights.

Michael S.

I had a blast exploring the World War I Monument in Chester. It was a fun way to learn about local history.

Emily J.

A wonderful experience that took us on an interactive journey through historic locations like Yelverton Store—highly recommend it!

James A.

I loved the ScavengerHunt.com app! It made exploring downtown so much easier and more enjoyable than I expected.

Sophia W.

This tour is a great way for tourists to see iconic sites like Hambletonian while enjoying some fresh air in Chester's charming streets.

Kevin M.

We had an amazing time discovering Chester's unique history through the scavenger hunt app. Such fun things to do in this lovely town!

Laura D.

The walking tour through downtown Chester was engaging and informative. I can't believe how many interesting spots we found!

Daniel M.

Exploring this charming neighborhood was such a great outdoor activity. The Revolutionary Militia Plaque was a highlight!

Jessica G.

A fantastic date idea! We enjoyed wandering around the 1915 Chester Depot and sharing stories as we explored.

David B.

This experience was perfect for our family. We loved visiting Yelverton Inn and learning about its rich history together.

Sarah W.

What a fun way to discover hidden gems in Chester. The walking tour led us to the World War I Monument, which was really moving.

Michael S.

I had a blast exploring Chester Village Hall. The self-guided tour made it easy to soak in the local history and charm.

Emily J.

FAQs.

What are some fun Outdoor Activities in Chester?

Are scavenger hunts good for groups in Chester?

I am new to Chester what do you recommend?

I am a Cheste...

What is the full list of all the scavenger hunts and activities that I can do in Chester

LOCAL INSIGHTS

Fun Chester Facts and Hidden Gems

Chester was once a vital hub during America's industrial revolution due to it's strategic location along rail lines - earning it the nickname 'Historic Rail Village'. This rich history still echoes today in it's beautifully preserved architecture.

The Black Dirt Region surrounding Chester is renowned for it's fertile soil which has supported a