Looking for Valentine’s Day events in Southern Oregon? This complete local guide features romantic dinners, wine tastings, live music, trivia nights, tattoo flash events, adoption events, and family-friendly celebrations happening across Medford, Ashland, Grants Pass, Central Point, Rogue River, and Talent. Whether you’re planning a date night, Galentine’s outing, or something unique, these events highlight why the Rogue Valley is such a great place to live.
Valentine’s Day Events in Southern Oregon ❤️
At Rockwell Group, we believe loving where you live means enjoying the community around you. Here’s your full Valentine’s Day event roundup — thoughtfully curated to help you plan something special this season.
Rom-Coms Trivia Night at Wild River Pub
When: February 11, 2026 at 6:00 PM
Where: Wild River PUB, 533 NE F St, Grants Pass, OR 97526
Event by: Wild River PUB
This rom-com themed trivia night brings romance and laughter together in a lively pub atmosphere. Guests can form teams and test their knowledge of classic and modern romantic comedies. The event is ideal for couples, friends, or anyone who enjoys movie trivia. Themed drinks and playful competition keep the energy fun and light. It’s a relaxed way to celebrate Valentine’s week without a formal dinner. Expect laughs, nostalgia, and friendly rivalry throughout the evening. Arrive early to grab a seat and settle in for a great night out.
View EventFriday the 13th in February
When: February 13, 2026 at 10:00 AM
Where: Traditions Tattoo, 409 N Riverside Ave, Medford, OR 97501
Event by: Traditions Tattoo
This Friday the 13th flash event combines Valentine’s weekend with tattoo culture. Guests can choose from a curated selection of flash designs available for a limited time. Walk-ins are welcome, and early arrival is encouraged due to popularity. Couples often attend together for matching or symbolic tattoos. The atmosphere is fast-paced, creative, and energetic. It’s perfect for those celebrating love in a bold, memorable way. Availability is first-come, first-served throughout the day.
View EventGalentine’s Day
When: February 13, 2026 from 6:30 PM – 8:30 PM
Where: Gold Rush Brewing, 1034 N Central Ave, Medford, OR 97501
Event by: Delish
This Galentine’s Day event is all about celebrating friendship and fun. Guests can enjoy drinks, desserts, games, and a lively social atmosphere. A selfie wall and interactive activities encourage memorable moments with friends. The vibe is upbeat, welcoming, and relaxed. It’s a great alternative to traditional Valentine’s plans. Perfect for groups looking to connect and unwind together. Expect lots of laughs and positive energy throughout the evening.
View EventA Night in Calabria – Valentine’s Weekend Event
When: February 13–15, 2026
Where: Ashland Springs Hotel, 212 E Main St, Ashland, OR 97520
Event by: Ashland Springs Hotel
This Valentine’s weekend experience offers an immersive Italian-inspired celebration. Guests enjoy curated dining, ambiance, and romantic details throughout the event. The setting creates an intimate and elegant atmosphere. It’s designed for couples seeking a refined getaway. The experience blends food, culture, and romance seamlessly. Perfect for those wanting more than a single dinner reservation. Advance planning is recommended due to popularity.
View EventLike a Rolling Band – Two-Night Valentine’s Concert
When: February 13 & 14, 2026
Where: The Stone House, OR-66, Ashland, OR 97520
Event by: Jeff Pevar, Inger Nova & Bret Levick
This two-night live music event celebrates Valentine’s Day and a birthday celebration. Performances feature songs by The Rolling Stones, Bob Dylan, and The Band. The private venue offers an intimate listening experience. Guests can enjoy seating, dancing, and a relaxed atmosphere. Both nights bring unique energy and connection. It’s perfect for music lovers and couples alike. Expect soulful performances and a warm crowd.
View EventFriday the 13th Valentine’s Edition Flash Event
When: February 13–14, 2026 starting at 11:00 AM
Where: Capital G’s Tattoo, 1 W 6th St Ste 102, Medford, OR 97501
Event by: Capital G’s Tattoo
This Valentine’s and Friday the 13th flash event blends love and luck. Flash tattoos are available at special pricing. Designs include Valentine’s and traditional Friday the 13th themes. Walk-ins are accepted on a first-come basis. The event attracts couples, friends, and solo attendees. Each tattoo is unique and limited. It’s a fun way to mark the weekend permanently.
View EventValentine’s at Collectors
When: February 14, 2026 starting at 10:00 AM
Where: Collectors Market, 1233 Court St, Medford, OR 97501
Event by: Collectors Market
This Valentine’s event celebrates creativity and community. Guests can enjoy live art demonstrations by local artists. The atmosphere is relaxed and welcoming throughout the day. Visitors are encouraged to explore unique handmade pieces. It’s ideal for art lovers and casual browsers. Stop in anytime and enjoy the creative energy. This event supports local artists and makers.
View EventValentine’s Day 2-Headed Giant
When: February 14, 2026 at 12:00 PM
Where: Game Night Deli, 1390 Biddle Rd Ste 104, Medford, OR 97504
Event by: Game Night Deli
This Magic: The Gathering two-headed giant event is designed for pairs. Teams work together to compete using shared strategies. It’s perfect for couples, friends, or gaming partners. Entry includes sealed packs and prize support. All skill levels are welcome. The atmosphere is friendly and competitive. A great way to bond through gaming.
View EventSweet Heart Valentine Event (Kids)
When: February 14, 2026 from 12:00 PM – 2:00 PM
Where: Little Beans GP, 411 NE F St, Grants Pass, OR 97526
Event by: Little Beans GP
This Valentine’s event is designed for children and families. Kids can enjoy crafts, open play, and themed activities. Cupcakes and Valentine treats are included. Time capsules and Polaroid photos add special memories. The environment is safe and playful. Grippy socks are required for participation. It’s a fun daytime celebration for little Valentines.
View EventFind Your Furry Valentine Adoption Event
When: February 14, 2026 from 12:00 PM – 4:00 PM
Where: Southern Oregon Humane Society, 2910 Table Rock Rd, Medford, OR 97501
Event by: SoHumane
This heartwarming adoption event connects pets with loving homes. Guests can meet dogs and cats available for adoption. Adoptions are first-come, first-served. Standard meet-and-greet processes apply. The event is perfect for animal lovers. Rescue transport is sponsored by a local business. A meaningful way to celebrate Valentine’s Day.
View EventVista 222 Valentine’s Afternoon
When: February 14, 2026 from 12:00 PM – 4:00 PM
Where: Vista 222, 222 Missouri Flat Rd, Grants Pass, OR
Event by: Vista 222
This relaxed Valentine’s afternoon features wine and scenic views. Guests enjoy tastings and complimentary burritos with bottle purchases. The pace is casual and welcoming. Perfect for couples or friends. The setting encourages conversation and connection. Attendees receive a tasting pass for a future visit. A great way to spend Valentine’s Day outdoors.
View EventSweet Heart Dinner
When: February 14, 2026 from 4:00 PM – 7:00 PM
Where: The Teapot on Wheels, Gold Hill, OR
Event by: The Teapot on Wheels
This reservation-based Valentine’s dinner offers a cozy dining experience. Guests enjoy salad, garlic bread, and lasagna options. Dinner is served in hourly seatings. Reservations are required by phone. The atmosphere is warm and intimate. It’s ideal for couples seeking comfort food. A simple and heartfelt Valentine’s meal.
View EventOld-Fashioned Valentine Cake Walk
When: February 14, 2026 from 9:00 AM – 5:00 PM
Where: Northwest Medford, Medford, OR
Event by: Collectors Market
This classic cake walk brings nostalgia and fun together. Participants can win cakes and prizes throughout the day. Drawings happen hourly. The event is family-friendly and relaxed. Guests can come and go anytime. Local vendors donate prizes. It’s a sweet Valentine’s tradition.
View EventAphrodisiac Valentine’s Dinner
When: February 14, 2026
Where: Nous Restaurant, 358 E Main St, Ashland, OR 97520
Event by: Nous Restaurant
This multi-course Valentine’s dinner features aphrodisiac-inspired dishes. Guests enjoy creative flavors and curated pairings. The menu includes unique ingredients and elegant presentations. Wine pairing options are available. Two seatings allow flexibility. The atmosphere is intimate and refined. Reservations are highly recommended.
View EventValentine’s Day Dinner
When: February 14, 2026 from 5:00 PM – 8:00 PM
Where: Hen & Flour, 141 S Central Ave, Medford, OR 97501
Event by: Hen & Flour
This Valentine’s dinner features a special one-night menu. Guests can choose shareable comfort dishes. Desserts are available separately. The setting is casual and cozy. No reservations are required. Ideal for relaxed date nights. A delicious way to celebrate locally.
View EventHarry & David Hosted Dinner at Rellik Winery
When: February 14, 2026
Where: Rellik Winery, Central Point, OR
Event by: Harry & David
This hosted dinner pairs fine food with wine. Guests enjoy a curated dining experience. The setting is elegant and relaxed. Ideal for couples seeking something special. Flavors are carefully matched. Seating is limited. Reservations are required.
View EventValentine’s Date Night at Taproots
When: February 14, 2026
Where: Taproots, Rogue River, OR
Event by: Taproots
This Valentine’s date night offers a relaxed dining experience. Guests can enjoy food and drinks together. The atmosphere is warm and inviting. Perfect for couples wanting a low-key evening. The menu highlights local flavors. Seating is limited. Reservations are encouraged.
View EventRomantic Valentine’s Winemaker Dinner
When: February 14, 2026
Where: Talent, OR
Event by: Winemaker Host
This winemaker dinner offers an intimate culinary experience. Guests enjoy curated courses with wine pairings. The setting is romantic and personal. Ideal for wine enthusiasts. The pace is relaxed and immersive. Seating is limited. Advance reservations are required.
View EventBass & Lace – A Valentine’s Soirée
When: February 14, 2026
Where: Ashland, OR
Event by: Event Organizer Listed
This Valentine’s soirée blends music and style. Guests enjoy a curated atmosphere with live sound. The event focuses on ambiance and connection. Perfect for couples and friends. Fashion-forward energy sets the tone. The evening encourages dancing and mingling. A stylish way to celebrate Valentine’s Day.
View EventLove Where You Live 💙
Southern Oregon offers something for everyone this Valentine’s Day — from intimate dinners and wine tastings to music, trivia, family fun, and meaningful community events.
Which event are you attending this year? Share this guide with someone who needs Valentine’s inspiration, and save it so you don’t miss a favorite.
If you’re ready to find a home you truly love in Southern Oregon, Rockwell Group is here to help.
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