Amp up your day by exploring our downtown adventures, college campus quests, or a lively bar crawl—each one leads you through iconic landmarks and off-the-beaten-path gems that showcase all sides of Upland.
Rally your crew with trivia quests, bold photo dares, and wild challenges that rack up points in our sleek app—compare scores and celebrate victories together as you uncover must-see spots across town.
Top Outdoor Activities In Upland, California
Step onto the sunlit streets of Upland, where the San Gabriel Mountains rise in the distance and Historic Downtown pulses with energy. Whether you are a visitor or a local craving adventure, outdoor activities here let you view Upland like never before. Wander vibrant neighborhoods, discover must-see sights, and soak up the unique California vibe. There is no better way to experience Upland's charm than through these unforgettable outdoor activities.
Adventurers exploring in Upland!
Outdoor Experiences in Upland, California
Get ready for an epic journey with our expertly curated list of outdoor activities in Upland! Each experience is designed to reveal hidden gems, spark curiosity, and make every moment exciting. From downtown adventures to campus explorations and lively bar crawls, our outdoor activities promise something new around every corner. Dive in and discover what makes Upland one of California's top destinations for fun-loving explorers.
Top Rated
5.0 (476 reviews)
Upland‘s Unbridled Adventure Hunt Scavenger Hunt
Downtown, Upland, California
Join our thrilling scavenger hunt in Downtown Upland, CA! Uncover hidden gems, historic...
5.0 (68 reviews)
McKenna Mysteries: The Claremont Hunt
Claremont McKenna College, Upland, California
Experience a self-guided Claremont McKenna College tour with an app-led scavenger hunt...
4.9 (81 reviews)
Route 66 Renegades Scavenger Hunt
Downtown, Upland, California
Wine not spice up your day in Rancho Cucamonga? Join our scavenger hunt through a quirky...
5.0 (65 reviews)
The Pitz-Perfect Puzzle Chase
Pitzer College, Upland, California
Experience a self-guided, app-led Pitzer College tour with fun trivia, photo challenges,...
5.0 (68 reviews)
Pride of Taylor: The Campus Pursuit
Taylor University, Upland, California
If you think Upland is just fruit, wait until you try our scavenger hunt! Uncover quirky...
5.0 (69 reviews)
Upland Bar Crawl
Downtown, Upland, California
Discover Upland's nightlife on a self-guided, gamified bar crawl filled with trivia and...
5.0 (677 reviews)
Ontario‘s Hidden Treasures Hunt Scavenger Hunt
Downtown, Ontario, California
Join our exciting scavenger hunt in Ontario‘s Downtown, California! Uncover hidden gems,...
5.0 (63 reviews)
Dead Lights of Ontario
Downtown, Ontario, California
Discover Ontario's downtown ghost hunt tour, a self-guided, app-led adventure with...
5.0 (64 reviews)
Sagehen Tracks: A Pomona Hunt
Pomona College, La Verne, California
Experience a self-guided Pomona College tour with an interactive app-led scavenger hunt...
5.0 (60 reviews)
Mudd You Believe It?: The Brainy Harvey Mudd Hunt
Harvey Mudd College, La Verne, California
Experience a self-guided Harvey Mudd College tour with an app-led scavenger hunt featuring...
5.0 (62 reviews)
The Scripps Sleuth Shuffle
Scripps College, La Verne, California
Experience a self-guided Scripps College tour with an app-led scavenger hunt packed with...
5.0 (60 reviews)
Ontario Bar Crawl
Downtown, Ontario, California
Explore Ontario's vibrant nightlife with a self-guided, gamified bar crawl featuring photo...
An Epic Upland, California experience
How Our Upland, California Outdoor Activities Work
Our expert writers research over 3,050 cities worldwide—including dozens throughout California—to create authentic outdoor experiences packed with must-sees and secret finds. Each activity includes clear instructions tailored to local highlights like historical markers or art installations.
During each outing your team explores on foot: answer trivia at famous sites; snap photos at murals; solve puzzles at parks—all tracked by our award-winning app that tallies scores so you can compete citywide.
1
2
3
Top Outdoor Attractions In Upland
Upland's top attractions set the stage for unforgettable outdoor activities—wander through Historic Downtown with it's charming shops and public art, or explore the scenic Pacific Electric Trail for breathtaking views of the foothills. The Claremont Colleges offer lush campuses perfect for discovery, while nearby Route 66 invites nostalgia lovers on a classic adventure. Every spot brings it's own flair to your day trip in Upland. Click on each location to see related activities.
1
El Camino Real Bells
Explore the El Camino Real Bells, a hidden gem marking the historic mission trail in Rancho Cucamonga. Perfect for history buffs, this site offers a glimpse into the city's past.
2
Cucamonga Rancho Winery
Visit the Cucamonga Rancho Winery marker and celebrate California's wine heritage. This site commemorates the birthplace of winemaking in the region, offering a toast to history.
3
The Historic Cucamonga Service Station
Explore the restored icon along Route 66. Discover a landmark of the 'Mother Road' era—a nostalgic pit stop for travelers.
4
Chino Basin Watermaster
Discover outdoor fun in Rancho Cucamonga along the Pacific Electric Trail. Locals love spotting art installations and catching glimpses of Cucamonga Peak. The Inland Empire sunshine makes every stroll memorable.
5
Chuze Fitness
Enjoy outdoor activities in Rancho Cucamonga at Etiwanda Falls Hike. The sound of rushing water and wildflowers blooming make it a must-see for nature lovers exploring the Cucamonga Valley.
6
Advance Auto Parts
Wander through Southern California Wine Country at Joseph Filippi Winery. Outdoor tastings let you savor local flavors while soaking up sun and learning about Cucamonga Valley's winemaking history.
7
Foothill Village Plaza
Stroll outside Lewis Family Playhouse for public art displays and lively events. Locals know summer evenings often bring pop-up performances—an unexpected treat in the heart of Rancho Cucamonga.
8
Madonna of the Trail
Explore the Madonna of the Trail monument, a tribute to pioneer women on Route 66. This iconic landmark is perfect for history buffs and offers a unique photo opportunity.
9
US Bank Time and Temperature
Discover the US Bank Time and Temperature sign in downtown Upland. A must-see for it's historical charm, this landmark is ideal for photo enthusiasts and timepiece admirers.
10
The Grove Theater
Step into old town Upland at The Grove Theater. It's art deco charm makes it a must-see for theater lovers and those seeking a touch of glamour from yesteryear.
11
1900: Santa Fe Railroad Station, Upland, California
Visit the historic Santa Fe Railroad Station in Upland, a key piece of transportation history. Ideal for rail enthusiasts and those curious about Upland's past.
12
1920: Business district, Upland, Calif.
Stroll through Upland's historic business district at Second Avenue and Ninth Street. This area offers glimpses into the city's vibrant past, perfect for history lovers.
13
Upland Public Library
Explore the historic Upland Public Library, built in 1913. It's architecture is a delight for visitors interested in early 20th-century design and local history.
14
San Antonio Hospital History
Learn about San Antonio Hospital's evolution from humble beginnings to a leading medical center. A fascinating stop for those interested in medical history.
15
Veterans Monument Project
Honor servicemen at the Veterans Monument in Upland Civic Center Courtyard. This striking monument is perfect for reflection and learning about military history.
16
City of Upland History
Uncover how citrus groves shaped Upland at City Hall grounds. A must-visit for history buffs eager to learn quirky local facts about this charming city.
17
George Chaffey, Jr.
Find George Chaffey, Jr.'s plaque to learn about his vision that sparked growth in The Model Colony—a great spot for local history enthusiasts.
18
Norton Clark III Entrance
Discover outdoor gems in Upland where the Pacific Electric Trail meets the foothills. Enjoy a stroll with views of the San Gabriel Mountains Gateway and spot local art installations along your path.
19
Honnold Mudd Library
Experience Foothill Fun as you walk past Cable Airport Events grounds. Watch planes take off against mountain backdrops and see why locals love this slice of Inland Empire exploration.
20
Paul Gray PC Museum
Stroll through the gateway to the Cucamonga Wilderness for fresh air and mountain vistas. Outdoor enthusiasts will love this starting point for hiking, birdwatching, and discovering native plants.
21
Center for Athletics, Recreation, and Wellness (CARW)
Find inspiration along the Pacific Electric Trail, where cyclists and walkers enjoy Foothill Fun. Local trivia: The trail follows an old trolley line that once connected Upland to Claremont Colleges.
22
The Claremont Colleges Library
Explore Historic Downtown Upland for public art, quirky shops, and lively street events. Locals say some murals hide clues about Route 66 Adventures—see if you can spot them on your visit.
23
The Kravis Center
Outdoor activities abound near Rancho Santa Ana Botanic Garden. Enjoy peaceful gardens filled with native flora—a favorite spot for birdwatchers and those seeking Inland Empire exploration.
24
Lenzner Family Art Gallery
Discover outdoor fun in Upland with a stroll through local parks and historic corners. Enjoy Foothill Fun and spot hidden murals near the Pacific Electric Trail. Locals say sunrise here is unforgettable.
25
Gold Student Health & Wellness Center
Wander Upland's vibrant streets for outdoor activities, from live music in Historic Downtown to glimpses of the San Gabriel Mountains Gateway. Locals love the craft beer patios along the route.
26
Grove House
Experience Foothill Fun by exploring Upland's green spaces and public art. Outdoor things to do include spotting native plants and catching community events at Cable Airport. Locals suggest sunset walks.
27
The Mounds
Enjoy outdoor activities in Upland by exploring it's historic downtown, where you can find colorful murals and lively street scenes. Local trivia: The area hosts pop-up markets throughout the year.
28
Pitzer Student Garden
Take part in outdoor fun near the San Gabriel Mountains Gateway, where hiking trails meet city charm. Locals recommend checking out seasonal events at Rancho Santa Ana Botanic Garden for a real treat.
29
Taylor University Campus Store
Step into Upland's outdoor charm where Foothill Fun meets Route 66 Adventures. Locals say the best murals are hidden just off the Pacific Electric Trail. Snap a photo and feel the Inland Empire vibe.
30
Sickler Hall
Explore Upland attractions outdoors—find quirky sculptures and lush greenery along the Pacific Electric Trail. Enjoy fresh air, local trivia, and a taste of Inland Empire Exploration on your visit.
31
Modell Metcalf Visual Arts Center
Take a walk where Claremont Colleges students unwind—Upland’s park spaces offer Foothill Fun and glimpses of Cable Airport Events overhead. Bring friends for an easygoing day of outdoor discovery.
32
Zondervan Library
Enjoy outdoor activities in Upland by following Route 66’s path past colorful murals and historic facades. Locals whisper about secret gardens tucked behind old storefronts—see if you can spot them!
33
Turner Stadium
Stroll through open plazas where live music floats from cafes and art galleries line the walkways. The Cucamonga Wilderness is just a short drive away—locals recommend sunset views for unforgettable memories.
34
JD Allisons Bar and Grill
Explore the vibrant Historic Downtown Upland, where charming shops and eateries line the streets. Perfect for a leisurely stroll, this area offers a glimpse into Upland's rich history and culture.
35
Eden Garden Fusion Grill
Wander through the Rancho Santa Ana Botanic Garden, a haven for nature lovers. With diverse plant species and scenic trails, it is ideal for outdoor exploration in Upland.
36
Pro-Five Brewing Company
Attend exciting events at Cable Airport, where aviation enthusiasts gather. From airshows to community gatherings, this venue is a hub of activity in Upland.
37
Hi Brow
Cycle or walk along the Pacific Electric Trail, offering scenic views of Upland's landscape. This trail is perfect for outdoor enthusiasts seeking adventure and exercise.
38
Limericks Tavern
Explore the rugged beauty of Cucamonga Wilderness. With it's challenging trails and breathtaking vistas, it is a paradise for hikers seeking solitude and adventure.
39
Wicked Cow Burgers and Brews - Upland
Visit the Claremont Colleges campus to admire it's stunning architecture and serene environment. It is a great spot for a peaceful walk or academic inspiration.
See our Top Outdoor Activities By Neighborhood
From Foothill Fun districts brimming with creativity to lively blocks near Cable Airport Events, there is always something fresh waiting outdoors in Upland's neighborhoods. Gather your friends or family and click on these neighborhoods to see the related activity.
Top Rated
5.0 (1 reviews)
Downtown
Downtown, Upland, California
Downtown Upland offers a blend of historic charm and modern excitement. Visit landmarks like the Veterans Monument Project and enjoy unique things to do in this vibrant...
5.0 (1 reviews)
Claremont McKenna College
Claremont McKenna College, Upland, California
Looking for unique things to do in Upland? Claremont McKenna College offers an inviting mix of modern architecture and lush grounds. Stroll past Appleby Hall or the...
4.9 (1 reviews)
Downtown
Downtown, Upland, California
Discover the allure of Downtown Rancho Cucamonga. From the Madonna of the Trail to Historic Route 66, this area is packed with attractions. Ideal for those seeking...
5.0 (1 reviews)
Pitzer College
Pitzer College, Upland, California
Pitzer College is Upland's hidden gem, offering vibrant spots like the Lenzner Family Art Gallery and The Mounds. Perfect for day trippers seeking fresh adventures, this...
5.0 (1 reviews)
Taylor University
Taylor University, Upland, California
Looking for unique things to do in Upland? Taylor University offers legendary halls, hidden gems like Sickler Hall, and vibrant campus life. Perfect for sightseeing or...
12,000+ Reviews For our Hunts
See what people say about our outdoor activities in Upland
Our customers rave about their experiences with our outdoor activities in Upland! With glowing five-star reviews and stories like 'We discovered parts of Upland we never knew existed,' it is no wonder people trust us for memorable adventures. See why locals and visitors alike keep coming back for more excitement.
This experience was perfect for tourists wanting to explore Upland's hidden gems and learn about its rich history.
James H.
I enjoyed every moment of this interactive walking tour. It truly captured the essence of downtown Upland.
Sophia R.
The Madonna of the Trail was a highlight on our walking tour. Such an interesting piece of local history!
Kevin D.
A great way to see points of interest in Upland. I loved the mix of history and beautiful sights along the route.
Laura M.
FAQs.
LOCAL INSIGHTS
Fun Upland Facts and Hidden Gems
Upland was originally known as North Ontario before adopting it's current name when it became an official city in 1906—a nod to it's elevated position at the foot of the San Gabriel Mountains.
The city has deep roots along historic Route 66 and once served as a key stop on California's citrus belt railway lines. Today it blends small-town soul
The city has deep roots along historic Route 66 and once served as a key stop on California's citrus belt railway lines. Today it blends small-town soul
© 2016-2026 Let's Roam, LLC. Let’s Roam® is a registered trademark. All Rights Reserved.
✕
Flash Sale: Up to 55% off all tickets and passes
Hey! Sorry to interrupt.
We’re Charlie and Mike, founders of ScavengerHunt.com
Want an extra 10% Off Your Order?
NO, CONTINUE SHOPPING
Unlock your extra 10% off your first order!
Final step to get your extra 10% off!
Sign up for email & texts to get your code
MAYBE LATER
