Stroudsburg Date Night Scavenger Hunt: Stroudsburg Stupendous Scavenger Search
Dinner and a movie again? Trade the table for a walk through Stroudsburg with riddles, couples challenges, and photo ops. No reservations, no plan to make: pick your tickets and start whenever you're both free.
Get ready for a date night adventure through Stroudsburg. Your phone hands you the clues; the two of you do the rest. Solve riddles at real landmarks, take on couples challenges, and capture photos worth keeping. It's a self-guided walking date, so you can pause for a coffee, linger over a view, or follow the final clue with dinner.
Explore Stroudsburg with 6 stops over 0.92 miles, at your own pace.
About This Date
Choose Your Stroudsburg Date Night Package
One great date or a year of adventures together. Pick the pass that fits your plans.
Date Night Tickets
One date, two tickets
- One ticket per player
- Couples challenges included
- Use together on any one hunt
- Valid up to 2 years
Explorer Annual Pass
For two players
- Unlimited hunts across our locations
- For two players, playing together
- Classic scavenger hunt challenges
- One year of access after activation
Date Night Annual Pass
For two players
- Unlimited hunts across our locations
- A year of dates for two players
- Couples challenges included
- One year of access after activation
How the Stroudsburg date night scavenger hunt works
Part walking tour, part game, entirely a date night in Stroudsburg. One of you books it, both of you show up, and the app handles the clues. Solve riddles together, take on couples challenges, and find new favorite spots. Share a phone or bring one each, then let the score decide who buys dessert.
Start your date
Meet at the starting point and open the Let's Roam app. Share a phone or bring one each. No guide to find or reservation window.
Explore & play
Solve riddles at real landmarks, take on couples challenges, and discover how well you know each other.
End on a patio
Settle the score over dessert and download your favorite photos. Win or lose, someone owes someone a coffee.
Stops on this Stroudsburg date night hunt
6 stops of riddles, photo ops, and hidden history. New discoveries for tourists and locals alike.
1950: The Penn-Stroud Hotel
Visit the Penn-Stroud Hotel site, once alive with trolley bells and laughter. Capture vintage vibes as you explore this Delaware Water Gap Gateway spot on your scavenger hunt.
Monroe County Courthouse
Discover the Monroe County Courthouse, a Romanesque gem in Stroudsburg's heart. It's bold stonework tells tales of local lore, making it a must-see on your Pocono Mountains Hub adventure.
Jacob Stroud
Pause at Jacob Stroud's marker where history meets legend. A key stop for trivia lovers on your scavenger hunt through Historic Downtown Stroudsburg.
Stroud Mansion
Stroll by Stroud Mansion, an Appalachian Trail Stop with colonial lines that tell stories of yesteryear. A perfect photo op for your scavenger hunt adventure.
Hollinshead House
Wander to Hollinshead House on your downtown scavenger hunt. It's historic charm makes it a Monroe County Jewel worth exploring.
Stroudsburg
Explore Stroudsburg City Center where historic buildings meet quirky attractions. Keep an eye out for hidden alley murals during your exciting scavenger hunt missions.
Where you'll roam
Explore 6 stops through Stroudsburg, from 1950: The Penn-Stroud Hotel to Stroudsburg. Solve clues, pause for date night photos, and make the adventure your own.
- Meet at 1950: The Penn-Stroud Hotel and open the app.
- Solve riddles, trivia, and date night photo challenges together.
- Finish at Stroudsburg, then keep celebrating.
Why couples pick a Stroudsburg date night scavenger hunt
More memorable than a movie, with built-in conversation for date one and year ten.
Conversation, built in
Couples challenges and playful questions keep you talking. A fresh plan for first dates and for couples who've run out of ideas.
Get Tickets
A new Stroudsburg, on foot
Lived here for years? Notice details you have walked past before. Visiting? Explore landmarks and hidden gems without a tour group.
Get Tickets
Zero planning required
No reservation and no fixed start time. Pick a day that works for you, or make it a year of adventures with an annual pass.
Get TicketsSettle it on the leaderboard
Play as a team against other explorers who have walked this route. Solve the clues, keep the photos, and let the score decide who buys dessert.
Which one of you is actually better at this?
Get Tickets- 1Max Power2,479
- 2For the Lolz2,376
- 31st not Last2,126
368 reviews of this hunt
Real stories from explorers on this Stroudsburg route.
An epic adventure through Downtown We solved puzzles learned history and had a blast Would recommend to any visitor looking for things to do
Discovering hidden gems like the Penn-Stroud Hotel on this walking tour was a blast A cool way to see Stroudsburg with friends or solo
The ScavengerHunt.com app guided us through Monroe County Courthouse and other landmarks Perfect family activity in our charming downtown
Had a fantastic date doing the scavenger hunt in Downtown The challenges at places like Jacob Stroud and Hollinshead House made it super fun
Exploring Stroudsburg was amazing Our scavenger hunt led us to the Kitson Woolen Mill and Stroud Mansion I loved seeing the historic sites in town
The scavenger hunt in Downtown is an exciting walking tour. Uncovering historic buildings like Jacob Stroud's spots made our adventure unforgettable.
Stroudsburg date night FAQs.
What is a Stroudsburg date night scavenger hunt?
A self-guided walking date on the Stroudsburg Stupendous Scavenger Search route. Your phone provides riddles, couples challenges, and photo missions at real landmarks. Allow about 1.5 to 2 hours, with no guide to meet or reservation to make.
How much does it cost for two people?
Date Night Tickets are priced per player, so choose two tickets for a couple. The Explorer Annual Pass and Date Night Annual Pass cover two players. The package section shows current prices in your selected currency, and checkout shows your final total.
What's the difference between the Explorer Pass and the Date Night Pass?
Both annual passes cover two players for a year of hunts across our locations. The Explorer Annual Pass includes classic scavenger hunt challenges. The Date Night Annual Pass adds upgraded couples challenges. Compare the package details above before choosing the pass that fits your plans.
Is this a good first date?
Walk side by side, solve clues together, and use the photo missions as conversation starters. You can pause along the way, keep the afternoon relaxed, or follow the hunt with dinner. It also works for couples looking for something new to do together.
When's the best time to go?
Choose a time that works for both of you. Daylight makes it easier to spot landmark details and read clues, and you can leave time afterward for dinner or dessert. Check local weather and conditions before heading out.
Where should we eat afterward?
Use the final stop shown on the route map to plan a nearby dinner, coffee, or dessert stop. Dining is separate from your hunt tickets, so check opening hours and make any restaurant reservation directly.
What if it rains or snows in Stroudsburg?
There is no fixed date to reschedule. Choose another day before starting your hunt if the weather changes. Single-hunt tickets are valid for up to two years; annual passes provide a year of access after activation.
Can I give this as a Stroudsburg date night gift?
Yes. After checkout, turn your tickets into a printable or emailable gift certificate. Your recipient can choose when to explore. Single-hunt tickets are valid for up to two years; annual passes provide a year of access after activation.
