Parents, this one’s for YOU! 🍼➡️🍷 Whether you’re craving a quiet dinner without chicken nuggets on your plate, a laugh-until-you-snort comedy show, or a full-on salsa night, October is bursting with date night magic in Colorado Springs, Monument, Palmer Lake, Pueblo, Fountain, Falcon, and Larkspur. We’ve got Parents’ Night Outs (hello, built-in babysitting 👏), live music, trivia, wine tastings, and restaurant specials that will have you falling in love all over again—with your partner and your town. 💘
🌆 Colorado Springs — Date-night stack
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Pub Dog Weekly Trivia (woof + wits) — Weds in Oct, 6:30 PM | Free to play; food/drink extra | 2207 Bott Ave. RSVP: Pub Dog events. pubdogcolorado.com
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Bar-K Trivia Night (Downtown) — Wed, Oct 1, 8:00 PM | Free to play; 21+ after 8 PM | 124 E Costilla. AllEvents+1
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Loonees Comedy Corner – Springs Comedy Festival + Halloween Roast — Oct 8–12 (festival), Oct 30 (You’re Next! Roast) | Ticketed | 1305 N Academy. looneescc.com+1
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Don McMillan (Phil Long Music Hall) — Thu, Oct 23, 8:00 PM | $29–$59 | Date-night friendly nerd comedy. Phil Long Music Hall
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Salsa Night @ Ivywild School — Sat, Oct 25, evening | Ticketed | Dancing in the historic gym = spicy date night. Eventbrite
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Science Riot (Stand-up by scientists) @ Ivywild — Sat, Oct 11, 7:00 PM | Ticketed | Smart + funny night out. PeakRadar.com
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Three Nights of Horror (film fest) @ Ivywild — Oct 17–19 | Ticketed | Horror-buff couples, assemble. horror.eventive.org
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Painting With a Twist – BOGO Wine Wednesday (East) — Wed, Oct 1, 6:30 PM | $ | Paint-and-sip with a 2-for-1 wine perk. Painting with a Twist
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Splatter Room (Downtown) — Sat, Oct 25 (multiple slots) | $ | Dress down, fling paint, laugh a lot. Painting with a Twist
🏔️ Monument & 🌲 Palmer Lake — Cozy close-to-home nights
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Pikes Peak Brewing Oktoberfest (Monument) — Sat, Oct 4, 9:00 AM–10:00 PM | Free to attend; food/drink extra | Goat yoga + live music. Pikes Peak Brewing Company+1
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Music Video Bingo @ Pikes Peak Brewing (Monument) — Weds Oct 1, 8, 15, 22, 29 — 6:30–8:30 PM | Free | Easy, silly, perfect for a chill date. PeakRadar.com
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Music Bingo (every other Thu) @ PPB — Thu, Oct 30, 6:30–9:00 PM | Free | Another chance to play for bragging rights. Pikes Peak Brewing Company
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Empty Bowls Dinner & Silent Auction (Monument) — Wed, Oct 1, 5:00–7:30 PM | Ticketed | Great cause + soups + live music. Tri-Lakes Cares
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Palmer Lake Pub – Live Music Series — Fri, Oct 3, 6:00–9:00 PM | Free cover; food/drink extra. Palmer Lake Pub
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Street Deacons @ Palmer Lake Pub — Fri, Oct 17, 6:00–9:00 PM | Free cover. Palmer Lake Pub
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Rafael & the Roomshakers @ Palmer Lake Pub — Fri, Oct 24, 6:00–9:00 PM | Free cover. Palmer Lake Pub
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Go Go Girlzilla @ Palmer Lake Pub — Sat, Oct 25, 6:00–9:00 PM | Free cover. Palmer Lake Pub
🎨 Pueblo — Music, wine, walks on the Riverwalk
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Brues Alehouse – The Steel Wheels — Thu, Oct 2, 7:00–10:00 PM | Ticketed | Roofdeck vibes if weather plays nice. TicketLeap
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Keep Flying (ska-punk) @ Brues Alehouse — Tue, Oct 7, 7:00 PM | Ticketed. Shazam
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The Martini Shot – 25th Anniversary Party @ Brues — Sat, Oct 18, doors 6:00 PM | Ticketed | Local-legend date night. Humanitix
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Pueblo Creative Corridor First Friday Art Walk — Fri, Oct 3, from 5:00 PM | Free | Galleries + street vibes. puebloarts.org+1
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Sangre de Cristo Arts — “Wines of Santa Barbara” Class — Thu, Oct 16, 5:30–7:30 PM | Ticketed | Sip + learn. Share Pueblo Events+1
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Silent Book Club @ Uva Wine Bar (Pueblo) — Tue, Oct 7, 6:00–8:00 PM | Free to attend; please buy a drink/snack | Bookish date. Chieftain+1
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Uva Wine Bar — Happy Hour — Wed/Thu 4:00–5:30 PM & all-day Sun | ½-off featured wines + $2 off bites | Pair with Riverwalk stroll. uva wine bar
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🧑🤝🧑 Parents’ Night Out (built-in childcare = instant date night)
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Sky Zone Parents’ Night Out (Colorado Springs) — Sats in Oct, 5:00–9:00 PM | Ages: 5–13 | Price: ~$42.99 incl. pizza & soda | RSVP: skyzone.com/coloradosprings → Programs → Parents Night Out. Sky Zone Trampoline Park
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Flipshack Parents’ Night Out (Colorado Springs) — Select Fri/Sat evenings in Oct, typically 6:00–9:30 PM | Ages: kids (see page) | Price: see site | RSVP: flipshack.com → Parents’ Night Out. flipshack.com
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YMCA of Pueblo – Halloween PNO (Pueblo) — Sat, Oct 11, 4:00–9:00 PM | Ages: 3–12 | Price: see site | RSVP: puebloymca.org/programs → Parents Night Out. puebloymca.org
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Bear Creek / Monument Area PNO (Monument) — Sat, Oct 11, 6:00–9:00 PM | Ages: see listing | Price: see site | RSVP: event listing (740 Synthes Ave, Monument). StayHappening+1
🎨🍷 Date-night ideas & events (couples, besties, grown-ups)
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Painting with a Twist – “Spooky Couple” Date Night (CO Springs – East) — Sun, Oct 26, evening | Price: see class page (free drink promo noted) | RSVP: class page. Painting with a Twist
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Painting with a Twist – “Bat Cave” Date Night (Downtown CO Springs) — Thu, Oct 30, evening | Price: see class page | RSVP: class page. Painting with a Twist
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Pikes Peak Brewing Oktoberfest (Monument) — Sat, Oct 4, 9:00 AM–10:00 PM | Price: Free to attend; food/drink extra | RSVP: brewery events page. Pikes Peak Brewing Company+1
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Live music – Palmer Lake Pub (Palmer Lake) — Sat, Oct 4, 6:00 PM | Price: typically free cover; food/drink extra | RSVP: artist/event posting. wirewood-station.com
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Classpop Splatter-Paint Date Night (Colorado Springs) — Multiple Oct dates | Price: see listing | RSVP: class page. Classpop!
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Citywide Worship Night (Pueblo) — Sun, Oct 5, 5:00 PM | Price: Free | RSVP: City of Pueblo calendar (links to FB event). Pueblo+1
🍽️ Restaurant/date-night specials
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The Melting Pot – Double Date Fridays (Colorado Springs) — Every Fri in Oct | Special: Four-course Date Night Dinner $99/couple (party of 4+) | RSVP: Melting Pot events page. The Melting Pot
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Shamrock Brewing Weekly Specials (Pueblo) — Ongoing; check “Weekly Specials” | Price: varies | RSVP: shamrockbrewing.com → Specials & Events. Shamrock Brewing Company
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Bear Dance Golf Club (Larkspur) – popular HH deals (restaurant) — Check hours/specials | Note: reviewers highlight value & happy hour; confirm current offer before you go | Info: Bear Dance restaurant page/reviews. Tripadvisor
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Speedtrap/Palmer Lake – live-music & drink specials appear on socials — Watch for weekly posts | Info/updates: Speedtrap’s Facebook/IG. Facebook+1
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𝗣𝗲𝗻𝗻𝘆 𝗔𝗿𝗰𝗮𝗱𝗲 & Stroll in Manitou
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A favorite local recommendation: play retro games, grab a treat, and wander Manitou’s quaint streets together.
“Walk the Manitou Penny Arcade … have a drink without the usual dinner-drink combination.”
Reddit
Low-Cost Creative Experiences
🎨 Painting With A Twist – “Fall in Paris” Date Night — Sat, Sept 20
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What: Paint, sip, and make art together—no experience needed
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Where: West location, 1045 Garden of the Gods Rd
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Cost: $37–$39 per person
Reddit+8Painting with a Twist+8Downtown Partnership+8
🎨 “Glow Vibes Cosmic Date Night” – Sat, Sept 6
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Paint under blacklight vibes with wine slushies—cool, colorful, and fun!
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Cost: ~$35–$39 per person
Painting with a Twist -
𝗣𝗲𝗻𝗻𝘆 𝗔𝗿𝗰𝗮𝗱𝗲 & Stroll in Manitou
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A favorite local recommendation: play retro games, grab a treat, and wander Manitou’s quaint streets together.
“Walk the Manitou Penny Arcade … have a drink without the usual dinner-drink combination.”
Reddit
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Outdoorsy & Event-Driven Romance
🏞 Garden of the Gods
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A forever free date spot. Hike, picnic, or just admire the views together.
Daily TelegraphClasspop!
🌅 Scenic Hikes or Moonlit Walks
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Pick a trail at Palmer Park or Monument Valley Park, catch golden hour or stargaze—totally free and soul-comping.
Wikipedia
🎶 Cool Science Carnival Day – Sat, Sept 27
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A whimsical outdoorsy event at UCCS with STEAM activities—romantic, playful, and free!
Uncover ColoradoClasspop! (implied location)
🌿 Outdoor Adventures & Unique Activities
Garden of the Gods
Explore over 1,300 acres of stunning red rock formations. Perfect for a scenic hike or a romantic picnic.
Seven Falls
Discover seven cascading waterfalls and enjoy panoramic views from the top. An ideal spot for nature-loving couples.
Date Night Starlight Safari at Cheyenne Mountain Zoo
Join an adults-only evening tour, starting with a beverage and followed by a guided walk under the stars to see nocturnal animals. CMZoo
🌄 Colorado Springs
Dinner with a View at Restaurant 1858
Nestled at the base of Seven Falls, enjoy frontier-inspired dishes, craft brews, and the sound of waterfalls alongside your date
Relaxing Spa Time at SunWater Spa
Reserve a private cedar tub soak for two, unwind in the sauna, then soak in mountain views—a perfect low-key pampering evening Catch Live Tunes at
Ford Amphitheater
This brand-new 8,000-seat outdoor venue hosts national acts—check July schedules for romantic music under the stars
Culture & Cocktails at Colorado Springs Fine Arts Center
Stroll art galleries, attend a show or class, then grab a drink at the museum bar—creative and classy
Comedy Night at 3E’s or Stick Horses in Pants
Laugh together at local comedy clubs—Stick Horses in Pants is a hilarious comedy troupe worth checking out
Arcade & Nostalgia at Manitou Penny Arcade
Step back in time with vintage games and a fun atmosphere—play, win, reminisce
Stroll & Stargaze at Garden of the Gods
Pack a picnic to enjoy by the famed “Kissing Camels” rock formation then stay for sunset or stars
Dinner + Movie at Roadhouse Cinema
Enjoy dinner served to your recliner while watching the latest film—cinema with perks
🎯 Castle Rock & Surrounding
Rock the Mountain Concert Series
Enjoy live music at The Outlets at Castle Rock—bring chairs or grab dinner nearby
Festival Park Farmers Market + Dinner
Browse local vendors morning or evening, then enjoy dinner at a nearby patio or rooftop spot
Sip & Savor at Philip S. Miller Park
Outdoor wine & bourbon tasting events—perfect for a mellow summer evening
Summer Concerts (e.g., Gavin DeGraw)
Catch big-name acts in an outdoor amphitheater—romantic and memorable
Downtown Castle Rock Walking Tours
Sunset stroll through historic downtown (July 19)—add a dinner stop at a local bistro
Restaurant Ideas!
Bonny and Read Fresh Seafood and Steaks
A fine dining establishment specializing in fresh seafood and premium steaks. The elegant setting makes it ideal for special occasions. OpenTable+1Rocky Mountain Food Tours+1
The Melting Pot
Experience interactive dining with fondue courses, including cheese, entrée, and chocolate. The cozy atmosphere enhances the romantic vibe.
Garden of the Gods
Explore the stunning natural rock formations hand-in-hand. Consider a scenic drive or a leisurely walk during sunset for a romantic outdoor experience.
iFly Indoor Skydiving
For adventurous couples, experience the thrill of skydiving in a safe indoor environment. It’s an exhilarating way to bond and create lasting memories.
SunWater Spa
Relax together in mineral water soaking tubs, enjoy spa treatments, and unwind in a serene setting. A perfect way to pamper yourselves.
Painting with a Twist
Engage in a fun painting session while sipping your favorite beverage. It’s a creative and interactive date idea.
Remember to make reservations where applicable, as these venues can be popular, especially on weekends. Enjoy your date night in Colorado Springs!
Whether you’re celebrating or just treating yourself, I’ve got you covered with fun, unique, and romantic date night ideas right here in Colorado Springs!
1. Love in the Wild – Starlight Safari at Cheyenne Mountain Zoo
Because nothing says romance like feeding giraffes under the stars! A private evening tour, animal encounters, and cozy moments—yes, please!
2. Cozy Up at a Winery or Brewery
Colorado Springs has some amazing spots like The Sweet Elephant, Manitou Winery, and Local Relic—perfect for sipping and snuggling!
3. Paint & Sip Date Night
Head to Painting with a Twist or Brush Crazy and create a masterpiece (or a mess, either way it’s fun!). Bonus: Built-in keepsake!
4. Dance the Night Away
Get fancy and waltz the night away at Glen Eyrie’s Valentine’s Dinner & Dance, or hit a Latin dance class for some extra spice!
5. Relax with a Couples’ Spa Night
Check out MX Spa or The Broadmoor Spa for a luxurious couples’ massage, then soak in the relaxation.
6. Take in a Show
Catch a comedy night, live music, or a romantic play at spots like The Gold Room or Loonees Comedy Corner! Laughter is sexy—trust me!
7. Outdoor Adventure Date
If you love the great outdoors, rent snowshoes and explore Garden of the Gods, go ice skating at Acacia Park, or hit up a cozy mountain getaway in Manitou!
8. Chocolate & Wine Pairing
Treat yourselves to a Valentine’s Tasting Experience at The Wild Goose Meeting House or Cacao Chemistry—because wine + chocolate = TRUE LOVE.
9. Romantic Candlelit Dinner
Whether it’s The Rabbit Hole, Marigold Café, or Carlos’ Bistro, you can’t go wrong with an intimate dinner for two! Bonus points for ordering dessert first!
10. Fun & Games Date Night
Hit up an arcade bar (Supernova), axe throwing (Bad Axe), or go bowling (Summit Interquest)—because couples who compete together, stay together!
No matter how you celebrate, the most important thing is spending time with someone who makes you smile!
So grab your person (or your besties) and make this Valentine’s one to remember!
What’s YOUR perfect date? Drop it in the comments!
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MORE FUN IDEAS
1. Outdoor Hot Chocolate & Star Gazing
Bundle up, bring a thermos of hot chocolate, and head to a spot away from city lights for some peaceful stargazing. November skies often offer clear views!
2. DIY Pie-Baking Night
Nothing says fall like warm, homemade pie. Try baking pies together (pumpkin, pecan, or apple!) and share the results with a cozy movie.
3. Art Gallery or Museum Date
Escape the chilly weather and explore a local art gallery or museum. It’s a perfect way to enjoy some culture and conversation.
4. Wine & Cheese Tasting at Home
Create a wine and cheese board with selections you’ve never tried before. Set the mood with candles and take turns guessing each other’s favorites.
5. Fall Festival or Local Market
Check out a fall festival or farmers’ market for seasonal treats and crafts. Some places even offer November harvest events, perfect for strolling hand-in-hand.
6. Game Night at a Cozy Cafe
Find a local cafe with board games or bring your own. Order seasonal drinks and enjoy some friendly competition!
7. Volunteer Together
Consider spending an evening helping out at a food bank or shelter. It’s a meaningful way to connect and make a difference together.
8. Escape Room Adventure
Test your teamwork and problem-solving skills by visiting an escape room. They’re great for a little mystery and excitement.
9. Drive-In Movie Night
If you have a drive-in theater nearby, take advantage of it for a cozy movie night with blankets and snacks in the car.
10. Couples Paint Night
Try a DIY paint night at home or sign up for a local class. Painting together is a creative way to unwind and have a few laughs.
11. Visit a Local Brewery or Winery
Many breweries and wineries host special events in November, like tastings or food pairings. It’s a relaxed way to try new flavors together.
12. Holiday Lights Preview
Some places start putting up holiday lights in November. Find a nearby neighborhood or garden with an early display and enjoy a festive evening stroll.
13. Craft Night
Try making something seasonal together, like DIY ornaments, candles, or even personalized mugs. You’ll end up with keepsakes from the night.
14. Historic Ghost Tour
For a unique November experience, take a ghost tour or visit a historic site. Many towns offer evening tours with spooky stories from the past.
15. Bookstore Date
Spend an evening at a bookstore, browsing the shelves and picking out books for each other. Grab a coffee and chat about your favorite reads.
16. Puzzle Night with Mulled Wine
Choose a challenging puzzle, warm up some mulled wine, and enjoy a quiet night indoors solving it together.
17. Cooking Class
Sign up for a cooking class or try a new recipe together at home. It’s fun, interactive, and you get to enjoy a meal you made as a team.
18. Leaf Peeping Drive
Take a scenic drive to enjoy the last of the fall foliage, or even just a quick walk through a leaf-strewn park.
19. Ice Skating
If there’s an ice rink nearby, go for an evening skate. It’s fun, cozy, and perfect for a little nostalgia.
20. Spa Night at Home
Turn your home into a spa with face masks, soothing music, and maybe even some foot soaks. It’s a relaxing way to unwind together.
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The Buzzy B – because parenting should come with a side of joy and a hive of support.

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