Discover Festivals and Community Events

Discover Festivals and Community Events in Hamilton, Ancaster, Caledonia and Surrounding Area

Throughout the year, Hamilton, Ancaster, Caledonia, and the surrounding area are rich with festivals and community events that celebrate the region’s unique cultural heritage and vibrant arts scene. From music festivals and art fairs to food events and seasonal celebrations, there’s always something happening to bring communities together. In Hamilton, events like the Hamilton Fringe Festival showcase local theatre talent, while the Supercrawl arts festival fills the downtown with live music, art installations, and food trucks, drawing visitors from near and far. The city’s waterfront also hosts events throughout the year, including outdoor concerts and cultural celebrations that highlight the diversity of the community.

These festivals and activities provide ample opportunities for families to bond, explore, and create lasting memories together in Hamilton, Ontario. The following festivals and events are presented in various locations in Hamilton, Ancaster, Caledonia and the surrounding area.

Festivals and Community Events in Hamilton, Ancaster, Caledonia and Surrounding Area

2026: Jan
January 31 - February 16, 2026
Hamilton Winterfest
Auchmar, Hamilton
www.hamiltonwinterfest.ca

Experience Winterfest safely – in-person and online! Hamilton Winterfest is a flurry of activities spanning February 2025, that is local, imaginative, and unique to Hamilton and its surrounding areas. More than 60 events across the city from pancake breakfasts to art exhibitions, and concerts to sporting events. Check out all that’s on offer from the Hamilton Public Library and our Civic Museums. Loads of FREE events.
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To January 2026
Whitehern: A Christmas for the Ages
Whitehern Historic House & Garden, 41 Jackson St. West, Hamilton
https://tourismhamilton.com/partner/whitehern-historic-house-garden

Enjoy this special time of year as we explore how different generations of the McQuesten family celebrated Christmas. Once a year, the family’s toys are gathered under a whimsically decorated tree. The table is beautifully set with the china the family used for Christmas and New Year’s. Come to Whitehern and experience the holidays as they were celebrated through the 1850s, 1870s and the 1930s.

Closed: Mondays, Christmas Day, Boxing Day & New Year’s Day

To January 7, 2026 | 12 – 4 pm
Victorian Christmas
Dundurn National Historic Site, 610 York Boulevard, Hamilton
www.hamilton.ca/things-do/festivals-events/events-calendar/victorian-christmas

Enjoy the beauty of a mid-19th-century family Christmas celebration at Dundurn Castle. See the historic home decorated in Victorian splendour with cedar boughs, ribbons and dried flowers by The Garden Club of Hamilton. Bring your family and share a Hamilton holiday tradition.

January 2026 | Noon – 4 pm daily
Winter Break Drop-In Activity Centre: Sweetland!
Hamilton Museum of Steam & Technology National Historic Site, 900 Woodward Avenue, Hamilton
www.hamilton.ca/things-do/festivals-events/events-calendar/winter-break-drop-activity-centre-sweetland-0

This winter break you can satisfy that sweet tooth at the Hamilton Museum of Steam & Technology! Our free, drop-in activity centre is taking the shape of a giant candy-themed board game. Visitors can roll the sugar cube dice to explore a sweet, sweet world. Museum staff will provide demonstrations on candy and sugar science intermittently throughout the afternoon.

To February 16, 2026
Hamilton Winterfest
Auchmar, Hamilton
www.hamiltonwinterfest.ca

Experience Winterfest safely – in-person and online! Hamilton Winterfest is a flurry of activities spanning February 2025, that is local, imaginative, and unique to Hamilton and its surrounding areas. More than 60 events across the city from pancake breakfasts to art exhibitions, and concerts to sporting events. Check out all that’s on offer from the Hamilton Public Library and our Civic Museums. Loads of FREE events.
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February 27 - March 8, 2026
Frost Bites Festival
Bernie Morelli Recreation Centre, 876 Cannon St. E.
hftco.ca/frost-bites

Now in its 9th year, Frost Bites is a one-week community-embedded festival with a smorgasbord of FREE activities and events for all ages. From February 2025 enjoy storytelling in French and English, music workshops, ice skating traditional hide tanning, Anishinaabemowin language games, and more — culminating in a handmade lantern-led Procession of Light through the streets of Ward 3. There is so much to keep the whole family engaged for a week in February!
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March 26 - 29, 2026
2026 JUNO Week in Hamilton
Various Hamilton Locations
junoawards.ca

JUNO Week is Canada’s multi-day celebration of music leading up to the annual JUNO Awards. From **March 26 to March 29, 2026**, Hamilton hosts concerts, intimate songwriter sessions, comedy, family programming, industry events and city-wide performances. The week highlights emerging and established Canadian artists across genres, offering fans rare behind-the-scenes access and live experiences. JUNO Week blends culture, creativity and community, culminating in the nationally broadcast 55th Annual JUNO Awards at the newly renovated TD Coliseum.
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March 30 - April 30, 2026 (Virtual Race)
Around the Bay Road Race
Downtown Hamilton
bayrace.com

Hamilton’s Around the Bay Road Race is the oldest on the continent, first run in 1894, three years before the Boston Marathon. Rich in tradition, it has been won by the best from around the world, including Boston Marathon winners and Olympic gold medallists. Become part of the continuing tradition by running this challenging course around Hamilton’s natural harbour!
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March 2026 | ​​9 am – 5 pm
The Spring Tide Bulb Show
Gage Park Greenhouse, Hamilton
www.hamilton.ca/things-do/festivals-events/spring-tide-bulb-show

Hundreds of spring bulbs will be on display at the Gage Park Greenhouse. There will also be a vendor marketplace, café and flower shop. This annual event occurs in March and the themes change annually. This is a great way to spend time with family. Bring the family, participate in our scavenger hunt and enjoy the first sights, sounds, and smells of spring!

Free admission and parking. Donations to Hamilton Food Share are appreciated. Canned goods and monetary donations will be accepted.

March 29, 2026 | 9 am to 5 pm
HeritageCon 18
Canadian Warplane Heritage Museum, 9280 Airport Road, Mount Hope
www.warplane.com/events/upcoming/event-details.aspx?eventId=285

Organised with the IPMS Hamilton Modellers Club, HeritageCon takes place inside the Canadian Warplane Heritage Museum, where historic aircraft set an atmosphere unlike any other in the modelling community. The event combines impressive scale model displays with deep aviation history, offering a full day of craftsmanship, learning and community connection. Widely regarded as Canada’s leading plastic scale model contest and sale, HeritageCon draws participants and enthusiasts from across Ontario, Quebec and the northeastern United States for a memorable and inspiring experience.

 

 

April 12, 2026 (Race Day)
March 30 - April 30, 2026 (Virtual Race)
Around the Bay Road Race
Downtown Hamilton
bayrace.com

Hamilton’s Around the Bay Road Race is the oldest on the continent, first run in 1894, three years before the Boston Marathon. Rich in tradition, it has been won by the best from around the world, including Boston Marathon winners and Olympic gold medallists. Become part of the continuing tradition by running this challenging course around Hamilton’s natural harbour!
LEARN MORE


April 2026 | Open during regular Gallery hours | Free Admission
2026 AGH Art Sale
Art Gallery of Hamilton

The Art Gallery of Hamilton (AGH) is delighted to announce the 2026 AGH Art Sale, set to take place from Wednesday, April 23, to Sunday, April 27, 2025. As the largest art fair west of Toronto in Ontario, this annual event offers art enthusiasts and collectors a unique opportunity to acquire exceptional works from contemporary artists across the region.

May 2026 | 10 a.m. to 4 p.m.
Door Open Hamilton
Various Locations
www.doorsopenontario.on.ca/pages/events/hamilton

Doors Open Hamilton is an annual event inviting the public to explore the city’s most historic, unique, and architecturally significant buildings for free. Held each spring, it offers a rare behind-the-scenes look at heritage sites, cultural landmarks, and modern marvels, celebrating Hamilton’s rich history and vibrant community.Come and celebrate music in The Hammer. With theatres, churches, music schools, pubs, costume shops and a lab that researches the effect of music on the human psyche, Hamilton has it all. Many sites will have music, demonstrations and participant interaction. Enjoy Doors Open Hamilton Region — and explore over 50 sites, including four walking tours.

May 2026 | 9:30 pm
Victoria Day Fireworks
Dundas Driving Park, Dundas (Main entrance is at Cross Street)
www.hamilton.ca/things-do/festivals-events/victoria-day-fireworks

The Victoria Day Fireworks are back! Enjoy a free, family-friendly event at Dundas Driving Park. This prominent community event is proudly presented by the Rotary Club of Dundas Valley Sunrise and generously supported by the City of Hamilton.

READ ALSO:  Around the Bay 2026: Hamilton’s Historic Road Race — Live and Virtual

Admission: FREE! (We encourage cash donations at the gate to support the Rotary Club and its various community initiatives, e.g. local youth scholarships and food bank contributions).

Programming from 4 pm to dark:

  • Music Fest & Kids Fest
  • Artisan market
  • Food trucks, coffee, snacks & glow sticks available for purchase before the fireworks

May 26 - 28, 2026
Hamilton Children’s Water Festival
Pier 4 Park, 64 Leander Dr, Hamilton
www.hamilton.ca/people-programs/outreach-education/water-outreach-education/childrens-water-festival

The Hamilton Children’s Water Festival is an opportunity to educate students about the importance of water conservation, protection, awareness, respect, science technology, history and health. Teachers can register to attend one of three festival days. Space is extremely limited and spaces are filled on a first-come, first-served basis. Each activity is based on the Ontario Curriculum and is provided by our close community partners such as Green Venture, the Royal Botanical Gardens, the City of Hamilton, McMaster University and many more!

The ultimate goal is to foster decision-makers, initiate the process of behavioural change, empower children to initiate change within their homes, schools and communities, and to encourage children to become catalysts for change by taking information and newfound respect back to their environment.

May - June 2026
Hamilton Black Film Festival
Various Locations
www.hamiltonblackfilmfestival.com

The Hamilton Black Film Festival (HBFF) is an annual festival that showcases cultural and traditional films of African/Caribbean, Native, Asian, and Middle Eastern filmmakers, and other films of ethnic inclusion. Hamilton Black Film Festival (HBFF) continues to uphold our commitment to fostering inclusivity, diversity, and social change. We continue to create opportunities for emerging black filmmakers, encouraging them to fearlessly tell their stories and shape the narrative of our shared humanity. Through the medium of film, they have shared stories that have made us laugh, cry, reflect, and question. We have shed light on the untold stories. This year we are fortunate to have films with good stories that highlight BIPOC’s journey across the globe: Canada, Ethiopia, France, Germany, Itay, Martinique, the United Kingdom, and the USA.

 

June 2026
Hamilton Arts Week
Various Hamilton Locations
www.hamiltonartscouncil.ca/artsfestival

Hamilton Arts Week is a vibrant, multidisciplinary festival celebrating artistic expression across the City of Hamilton and beyond. Running from June 3–12, 2025, it invites the public to discover new artforms, connect with local creators, and engage with inspiring work. Presented by Hamilton Arts Council with support from the City of Hamilton, Canada Council for the Arts, and Canadian Heritage.

June 2026
Re-enactment of the Battle of Stoney Creek
Battlefield House Museum & Park, Stoney Creek
www.hamilton.ca/things-do/hamilton-civic-museums/battlefield-house-museum-park-national-historic-site/re-enactment

Step into the past at the Battle of Stoney Creek re-enactment, a dynamic event that brings Canada's history to life. Witness accurate musket fire, intense skirmishes, and detailed period costumes as reenactors portray the decisive clash of 1812. This immersive experience honors heroic legacies and offers visitors a rare glimpse into the strategic turning points of the War of 1812.

July 1, 2026
Canada Day
Bayfront Park, Hamilton
www.hamilton.ca/things-do/festivals-events/hamilton-canada-day-bayfront-park

Prepare for a day packed with delightful children’s recreation and art activities that will spark their creativity and keep them entertained. Fireworks display and when the sun sets, make sure you stick around for the grand finale! At 10 pm, prepare to be dazzled by a spectacular custom fireworks display that will light up the night sky in a brilliant celebration of our great nation.

August 2026
Lucky Lion Night Market
Bayfront Park
luckylionnightmarket.ca

Bring your friends and family out for a culinary adventure when the Lucky Lion Night Market returns to Bayfront Park this spring. Celebrate Asian culture and sample culinary delights from diverse and talented vendors. While enjoying your food, stroll through the park and experience interactive lion dancers. It’s an experience you won’t forget!

September 2026
173rd Binbrook Fall Fair
Binbrook Fairgrounds, 2600 Regional Road 56, Binbrook
binbrookfair.org/binbrook-fair

Experience the 173rd Binbrook Fall Fair in Binbrook, Ontario, from September 2026. Canada’s longest-running agricultural celebration promises four days of family fun, local culture, and lively entertainment, featuring country charm, community spirit, and traditional fair attractions. Celebrate harvest season with rides, games, exhibits, and the vibrant energy of this beloved autumn festival.

September 2026
Supercrawl
James St. North, Hamilton
supercrawl.ca

This annual festival celebrates arts and culture with live music performances, art installations, food vendors, and activities for all ages. It takes place in downtown Hamilton and attracts thousands of visitors.

September 2026
176th Ancaster Fair
Ancaster Fairgrounds, 630 Trinity Rd S, Jerseyville
www.ancasterfair.ca/visit-the-fair

Celebrate nearly two centuries of tradition with thrilling midway rides, agricultural showcases, live entertainment, and family fun. Experience one of Ontario’s oldest and most beloved fairs, where community spirit and country charm come together for four unforgettable days.

September 2025
Hamilton Comic Con
Hamilton Convention Centre, 1 Summers Lane, Hamilton
hamiltoncomiccon.com

Hamilton Comic Con returns September 2026, at the Hamilton Convention Centre. Meet celebrity guests, explore Artist Alley, shop unique collectibles, and enjoy the thrilling Horror Legends Reunion. With cosplay, panels, and fandom fun for all ages, it’s a weekend no pop culture fan should miss.

September 2026 | 9 am - 2 pm
Vintage Wheels & Wings
Canadian Warplane Heritage Museum
www.warplane.com/events/upcoming/event-details.aspx?eventId=273

VEHICLE PRE-REGISTRATION REQUIRED! To display a vehicle, the cost is $10 – includes one vintage vehicle, driver and three passengers.

Drop by to view the beautiful collection of vintage cars and aircraft. Pre-registered car owners can have our photographers take pictures of their car in front of a vintage aircraft for a minimum cash donation of $5 to the Museum. Consider a VINTAGE vehicle to be one that was manufactured 20 years ago or more (so 2004 or older). As this is an outdoor event, some car owners may elect to leave early if inclement weather is expected.

September 2026 | 10 am to 4 pm
Open Streets Hamilton
King Street East, Hamilton
www.hamilton.ca/home-neighbourhood/getting-around/biking-cyclists/open-streets-hamilton

On September 28, 2025, Open Streets Hamilton transforms King Street East into a lively car-free corridor. From John Street to Gage Avenue, enjoy activation hubs, live performances, local food, sports, and family-friendly activities—all celebrating active living, inclusivity, and community spirit in the heart of the city.

October 2026 | 12:00 - 4:00 pm daily
Annual Thanksgiving Herb Giveaway
Dundurn National Historic Site, 610 York Blvd., Hamilton
www.hamilton.ca/things-do/festivals-events/events-calendar/annual-thanksgiving-herb-giveaway-1

Celebrate the season at Dundurn National Historic Site’s Annual Thanksgiving Herb Giveaway, 610 York Blvd., Hamilton. Visitors can take home freshly harvested herbs from Dundurn’s historic gardens, perfect for festive cooking. This family-friendly tradition connects past and present, offering a fragrant, hands-on way to mark Thanksgiving with community and history.

October 2026 | 9 am – 7 pm daily
2026 Mum Show
Gage Park Greenhouse, Hamilton
www.hamilton.ca/things-do/festivals-events/fall-garden-mum-show

The Fall Garden & Mum Show is Ontario’s largest Chrysanthemum show presented by City Horticulture staff. The show started in 1920 and a new theme each year has taken us through dramatic scenes of flowers, colours and displays with over 200 varieties of Chrysanthemums, and more than 100,000 blooms grown at Gage Park Greenhouse.

The show takes place indoors at the Gage Park Greenhouse. Over 20,000 square feet of display space houses the show and plenty of free parking.

October 2026 | 11:00 am - 3:30 pm
Trick or Trains! Halloween Train Day
Hamilton Museum of Steam & Technology National Historic Site. 900 Woodward Avenue, Hamilton
www.hamilton.ca/things-do/festivals-events/events-calendar/trick-or-trains-halloween-train-day

All aboard for spooky fun at Trick or Trains! Halloween Train Day at the Hamilton Museum of Steam & Technology, 900 Woodward Avenue. Families can enjoy train-themed Halloween activities, crafts, and treats in a historic setting. Costumes encouraged—celebrate the season with a festive mix of history, fun, and Halloween spirit!

October 2026 | 10 am – 4 pm
Halloween Pumpkin Party
Westfield Heritage Village, 1049 Kirkwall Road, Rockton
westfieldheritage.ca/event/halloween-pumpkin-party-251025

Visitors, young and old, are encouraged to wear their favourite Halloween costumes as they enjoy the sites and activities planned for the day. Enjoy traditional pumpkin and Halloween-themed games, try a scavenger hunt, check out carved pumpkins in the barn, and capture a family photo at one of the photo backdrops. There will also be cooking and baking demonstrations at a number of the historical homes, and each prepared recipe will contain pumpkin as an ingredient. Take a recipe home to try yourself! This event is intended for all ages, and there will be a couple of spooky options for those feeling a little more brave.

READ ALSO:  Discover Theatre, Concerts, Exhibits, and Dance Shows in Hamilton, Ancaster, Caledonia, Ontario

November 2026
AGH art+music+food Festival 2026
Art Gallery of Hamilton
www.artgalleryofhamilton.com/aghfest

This dynamic Festival will immerse visitors in a world of creativity, featuring multimedia visual art, live performances, storytelling, and a wide variety of music. Interactive workshops will engage artists and visitors of all ages, offering hands-on experiences that connect the community with arts and culture in meaningful ways. Explore the transformative power of expression and connection as we come together to celebrate creativity in all its forms.

November 2026
Swing Out to Victory Dinner & Dance
Canadian Warplane Heritage Museum
www.warplane.com/events/upcoming/event-details.aspx?eventId=274

Come join the merriment and frivolity at the annual Swing Out to Victory Dinner & Dance as the Toronto All-Star Big Band performs nostalgic tunes from the 1940s. Feel the spirit of that era as you dance among the vintage aircraft of the Canadian Warplane Heritage. Dressing in vintage fashions and Allied Forces uniforms of the 1940s is encouraged but not necessary.

Swing Dance Lessons – Prizes – Giveaways!
Donations of nonperishable food are also being accepted for the Hamilton Food Share.

Time: Doors open for dinner 5:30 pm, Dinner 6:30 pm, Doors open for Dance Only guests 8:00 pm, Band 9:00 pm to 12:30 am.
Admission: Dinner & Dance ticket $95 (or table of eight $760). Dance only ticket $40.

November 2026 - January 2027 | 12 – 4 pm
Victorian Christmas
Dundurn National Historic Site, 610 York Boulevard, Hamilton
www.hamilton.ca/things-do/festivals-events/events-calendar/victorian-christmas

Enjoy the beauty of a mid-19th-century family Christmas celebration at Dundurn Castle. See the historic home decorated in Victorian splendour with cedar boughs, ribbons and dried flowers by The Garden Club of Hamilton. Bring your family and share a Hamilton holiday tradition.

November 2026 | 7 – 9 pm
Christmas Evening Tours
Dundurn National Historic Site, 610 York Boulevard, Hamilton
www.hamilton.ca/things-do/festivals-events/events-calendar/christmas-evening-tour

Enjoy a unique opportunity to see Dundurn Castle decorated for Christmas in the evening. Begin your experience with carol-singing in the front hall, followed by an extended tour of Sir Allan MacNab’s home and a chance to sample an assortment of traditional foods served in Dundurn’s historic kitchen.

To January 2027 | 12 – 4 pm
Victorian Christmas
Dundurn National Historic Site, 610 York Boulevard, Hamilton
www.hamilton.ca/things-do/festivals-events/events-calendar/victorian-christmas

Enjoy the beauty of a mid-19th-century family Christmas celebration at Dundurn Castle. See the historic home decorated in Victorian splendour with cedar boughs, ribbons and dried flowers by The Garden Club of Hamilton. Bring your family and share a Hamilton holiday tradition.

December 2026  | 7 – 9 pm
Christmas Evening Tours
Dundurn National Historic Site, 610 York Boulevard, Hamilton
www.hamilton.ca/things-do/festivals-events/events-calendar/christmas-evening-tour-0

Enjoy a unique opportunity to see Dundurn Castle decorated for Christmas in the evening. Begin your experience with carol-singing in the front hall, followed by an extended tour of Sir Allan MacNab’s home and a chance to sample an assortment of traditional foods served in Dundurn’s historic kitchen.

December 2026 | 6 – 9 pm
A Candlelit Christmas Evening Tour at Whitehern
Whitehern Historic House & Garden, 41 Jackson St. West, Hamilton
www.hamilton.ca/things-do/hamilton-civic-museums/whitehern-historic-house-garden-national-historic-site

Enjoy the exceptional ambiance of evening lights as we explore how different generations of the McQuesten family celebrated Christmas. Visitors will be treated to light refreshments in The Stable and an opportunity to view the home with the joyous sounds of Christmas music and the warm glow of candlelight. The historic home is fully decorated including three Christmas trees, complete with period toys and beloved artifacts nestled underneath. The dining room table is beautifully set with the original china the family used for Christmas and New Year’s celebrations.

December 2026 | 2 pm
Annual Stoney Creek Santa Claus Parade
Along King Street, Stoney Creek
santaparadestoneycreek.com

The parade route begins at St. John Henry Newman Catholic Secondary School at 127 Gray Road and travels west on King Street East to Battlefield Drive. The Stoney Creek Lions Club will be doing their annual food drive for the Stoney Creek Food Bank during the parade. The Lions will be coming along the route with shopping carts to collect non-perishable food items for our local food bank. Stoney Creek Santa Parade is presented by Heritage Green Community Trust, the City of Hamilton’s City Enrichment Fund and the Volunteer SC Parade Committee.

December 2026 | 10 am – 12:30 pm
Elf Club: A Children’s Cooking Workshop
Dundurn National Historic Site, 610 York Boulevard, Hamilton
www.hamilton.ca/things-do/festivals-events/events-calendar/elf-club-childrens-cooking-workshop

Come to Dundurn Castle and join the Elf Club and help make cookies for the season. This fun children’s cooking workshop includes a boiled pudding demonstration and hands-on cookie making in the historic kitchen. Then you’ll tour the historic house and taste some plum pudding before packing up your cookies for home.

December 2026 | 10:00 am - 4:00 pm
Christmas in the Woods
Westfield Heritage Village 1049 Kirkwall Road, Rockton, Ontario
westfieldheritage.ca/event/christmas-in-the-woods-251207

Gather together with family and friends for a winter wonderland of fun for Westfield Heritage Village’s Christmas in the Woods. The Village will be decorated for the season with swags, greenery and old-fashioned decorations, and offers delightful activities inside and out. Christmas baking, carol singing, Father Christmas, and a model train diorama will delight visitors. Dress for the weather and enjoy the great outdoors with wagon rides, free popcorn, a scavenger hunt, and a lovely walk in the winter forest. Then warm up by the roaring fire, while enjoying some old-fashioned Christmas treats. The General Store and Gift Shop will be open, and the Ironwood will have delicious light refreshments available.

December 2026 | 11 am – 3 pm
Christmas Model Train Show
Hamilton Museum of Steam & Technology National Historic Site, 900 Woodward Avenue, Hamilton
https://www.hamilton.ca/things-do/festivals-events/events-calendar/christmas-model-train-show-1

Join the Golden Horseshoe Live Steamers at the Hamilton Museum of Steam & Technology for a Christmas Model Train Show in the Woodshed. Volunteers will be running scale-model steam and electric trains decorated for the holidays. Visitors of all ages are invited to see various miniature train layouts and speak with club members. Please note that due to space restrictions, this is a smaller show than in previous years.

Visitors will be admitted on a first-come, first-served basis as room capacity permits.

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