Labor Day Weekend in Bend, OR (2025)
Updated 8/12/25
Labor Day weekend in Bend feels like a celebration of everything we love about this place. The air is warm during the day, cool at night, and the mountains look sharp against late-summer skies. It’s the perfect time to be outside, explore downtown, and catch some of the biggest events of the year.
There’s something for every pace. You can pack your schedule with music, comedy, and outdoor adventures. Or keep it simple with a cold drink and good company. Labor Day in Bend isn’t just a weekend on the calendar, it’s a snapshot of what makes living here so good.
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Labor Day 2025 Things to Do
Reggae Rise Up Oregon
Dates: Friday, August 29 – Sunday, August 31, 2025
Location: Deschutes County Fairgrounds, Redmond, OR
https://reggaeriseup.com/oregon/
Three-day reggae music festival with camping, art, and major national acts
Big names include Iration, Slightly Stoopid, Cypress Hill, Rebelution, Atmosphere, Stephen Marley, The Expendables, and more
On-site camping available for a full festival experience
Multiple stages, food vendors, and art installations
All-ages event; VIP packages available
Bend Comedy Festival
Dates: August 29–31, 2025
https://www.bendcomedyfestival.com/
Nonprofit stand-up comedy festival spotlighting national headliners, rising stars, and local Oregon talent
20+ shows across downtown Bend venues like Midtown Ballroom, Volcanic Theatre Pub, and Silver Moon Brewing
Mix of all-ages daytime shows and 21+ evening events
Single-show tickets and bundle passes available
Goo Goo Dolls at Hayden Homes Amphitheater
Date: Friday, August 29, 2025
Time: Show starts at 6:30 PM
Location: Hayden Homes Amphitheater, Bend, OR
https://www.bendconcerts.com/events/event/goo-goo-dolls
Iconic alt-rock band performs live on the riverfront stage
Outdoor all-ages event with food and drink vendors
General admission and reserved seating available
Gates typically open well before showtime—arrive early for best spots
The 2025 Little Woody – Beer, Cider & Whiskey Festival
Dates: Friday, August 29, 5–9 PM & Saturday, August 30, Noon–9 PM
Location: Deschutes Historical Museum, 129 NW Idaho Ave, Bend, OR
https://thelittlewoody.com/
Celebrates barrel-aged beer, cider, whiskey, and wine from top regional producers
Outdoor festival with live music, games, and a relaxed downtown vibe
Wristband and tasting glass provide entry for both days
21+ only; tickets often sell out in advance
The Little Woody Beer Run
Date: Saturday, August 30, 2025
Time: 12:00 PM
Start: The Commons
Finish: Deschutes Historical Museum
https://thelittlewoody.com/beer-run/
Fun run through downtown Bend ending at The Little Woody festival grounds
Registration includes entry to the festival and tasting perks
Great way to kick off Saturday’s festivities with friends
Open Mic at Father Luke's
Date: Saturday, August 30, 2025
Time: 7:00 – 9:00 PM
Location: 700 NW Bond St, Bend, OR 97703
https://www.mcmenamins.com/event.aspx?id=269983
Bring your instrument, your voice, your weirdest jokes, or your most broken poem
A creative gathering open to musicians, comedians, poets, and performers of all kinds
Sign-ups available online: https://forms.gle/9pQJ3Lr6Riou2KWx8
Hosted at Father Luke’s Room inside McMenamins Old St. Francis School
All-ages atmosphere with food and drink available for purchase
The Cider Janes Labor Day Central Oregon Tour
Date: Times TBA – check website for schedule
https://theciderjanes.com/event/5986083/713387772/the-cider-janes-labor-day-central-oregon-tour
Folk-pop harmonies and cider-themed fun at multiple Central Oregon venues
Family-friendly at certain locations; check ahead for age restrictions
Rotating stops and set lists across the weekend
NABA Labor Day Baseball Tournament
Dates: August 30 – September 1, 2025 (possible Friday night games)
https://www.dugout.org/page/show/9011916-central-oregon-labor-day-weekend
Multi-division adult wood-bat tournament (18+, 25+, 35+, 45+, 65+)
Games held at multiple Bend ballfields
Free for spectators—bring a chair or blanket and enjoy the atmosphere
Redline Rally 2025 – Mt. Bachelor
Date: Saturday, August 30, 2025
Location: Mt. Bachelor Redline Trail
https://www.mtbachelor.com/events-activities/events/events-calendar/redline-rally-25/
Invitation-only mountain bike rally on Mt. Bachelor’s Redline Trail
Features top local riders, both groms and legends
Registration fee: $45
All-day event with a fun, high-energy atmosphere
Grove Bend – Live Music: Broken Charley
Date: Saturday, August 30, 2025
Location: Grove Bend, Bend, OR
Live performance by Broken Charley in a laid-back Bend venue
Great for grabbing a drink, enjoying local tunes, and mingling
Usually no cover; check venue for details
What the Weather is Like
Labor Day Weekend typically brings warm, sunny days with cooler mornings and evenings. Average highs are in the mid-70s to low 80s, and skies are usually clear — perfect for hiking, floating, or barbecuing. It’s one of the most comfortable weekends of the year weather-wise.
Tip: Evenings can drop into the 40s, especially in the mountains or at higher elevation campsites. Bring layers.
What Locals Do
Bend locals use Labor Day Weekend to:
Go camping in the Cascades or at nearby lakes
Take one last float on the Deschutes River
Barbecue or picnic with family and friends
Hit up local breweries, patios, or food trucks
Head to outdoor concerts, markets, and events
Sneak in a final summer hike or paddle before school starts
It’s a festive but laid-back weekend — not overly rowdy, but definitely busy.
What's Open and What's Closed
Most businesses in Bend remain open throughout Labor Day Weekend, including:
Restaurants, coffee shops, and breweries
Parks and recreation areas
Rental shops and outdoor gear stores
Grocery stores and markets
Many small businesses
Closed or limited hours:
Government offices
Banks and credit unions (closed Monday)
USPS (no mail delivery Monday)
Some medical/dental clinics
Is Bend Busy on Labor Day?
Yes — especially in popular outdoor areas. Expect higher-than-normal traffic at:
Downtown Bend and the Old Mill District
River float points like Riverbend Park
Tumalo Falls and Pilot Butte
Campgrounds and trailheads across the Cascades
Parking fills up fast at trailheads and parks by late morning. Arrive early or consider biking if you're staying nearby.
Best Things to Do Over the Weekend
Here’s what people typically plan:
Outdoor Adventures: Hiking, mountain biking, paddling, rock climbing, fly fishing, and trail running
Family Fun: Picnics at Drake Park, High Desert Museum visits, and river floats
Food & Drink: Patio dining, brewery hopping, local coffee shops, food trucks, and farmers markets
Relaxing: Spa visits, slow mornings downtown, and lazy afternoons at the lake
Shopping: Labor Day weekend sales happen at many local and chain stores, especially in the Old Mill
We'll add a full list of events, concerts, and pop-up markets in the next step.
Where to Stay
Accommodations fill up quickly. Book early if you plan to visit. Popular options include:
Downtown boutique hotels
Vacation rentals near the river or in Northwest Crossing
Campgrounds and RV parks in the Cascades or Deschutes National Forest
Pet-friendly cabins and glamping sites
If you're booking last-minute, try:
Hotels near the Bend Parkway or in neighboring towns like Redmond or Sisters
Hip motels like Campfire Hotel or LOGE Bend
Hipcamp listings and Forest Service campgrounds (some first-come, first-served)
Labor Day Tips for Bend
Pack layers – it’s hot during the day and cool at night
Reserve ahead – for lodging, rentals, and any tours or activities
Arrive early – if you're heading to trails, parks, or the river
Be respectful – Bend sees a lot of visitors, so clean up after yourself and follow local guidelines
Stay hydrated – the high desert climate can sneak up on you
