On Saturday, Nov. 28, the food courts at 7th and High open at 10 a.m. and stay open until 9 p.m. In between, more than 100 arts and crafts vendors set up across the Historic District, a Christmas tree is lit at 6:30, a lighted parade starts at 7, and fireworks end the night. This is the 40th Christmas in Comfort, hosted by the Comfort Area Chamber of Commerce. As it has every year, it falls on the Saturday after Thanksgiving.
Over the eight days from Dec. 3 to Dec. 10, the Chamber's calendar lists five more events. Four are hosted at local addresses: a winery, a ranch, a market and a shop on Highway 27. The fifth is a chili cookoff run with the Comfort Golden Age Center as its contact. The parade draws everyone downtown at once. Over the next week, the season moves out to the places that make up the town.
Saturday, Nov. 28, Street by Street
The Chamber's Christmas in Comfort page lays out the day by location, and the closing times matter more than the opening ones. Everything starts around 10 a.m. Different parts of downtown shut down at different hours, so the order in which you cover the streets decides how much of the day you see.
High Street vendors: 10 a.m. to 5 p.m. These close first, so do the shopping on High Street early in the day.
7th Street vendors: 10 a.m. to 9 p.m. These stay open through the parade and fireworks.
Food courts and drink booths at 7th and High: 10 a.m. to 9 p.m.
Santa Claus: 11 a.m. to 4:30 p.m.
Live entertainment at 7th and High: 10 a.m. to 7 p.m.
Live entertainment at Remedy Hall: noon to 6:30 p.m.
Live entertainment at Comfort Backyard: noon to 7 p.m.
Christmas tree lighting: 6:30 p.m.
Lighted Night Parade: 7 p.m., with fireworks right after.
The schedule splits the day around 5 p.m. Before then, all of downtown is open: High Street vendors, Santa until 4:30 and music at all three venues. After 5, High Street closes and the event narrows to the 7th Street vendors and the food courts. Music at Remedy Hall ends at 6:30, the tree is lit at 6:30, and music at 7th and High and Comfort Backyard runs until 7, when the parade starts. If your household has young children and someone who wants the parade, plan for two separate trips into town: one before mid-afternoon for Santa, and one after dark.
The Chamber posts an event map showing the vendor and food areas. The same page links to the parade application for anyone entering a float or vehicle.
The Quieter Room on Eighth Street
On the same Saturday, The 8th Street Market at 523 Eighth Street holds its own Christmas Market from 9 a.m. to 6 p.m. The Chamber's listing describes handmade gifts from local artisans and says the market is free and open to the public.
It opens an hour before the main event and closes an hour after the High Street vendors. That makes it a useful first or last stop on a day organized around 7th and High. The market's Chamber listing has the details.
The 8th Street Market also matters later in the month. The same address hosts the Dec. 9 shopping evening covered below, so the season comes back to Eighth Street well after the parade.
Eight Days in December, Hosted Across Town
Here is the run of events on the Chamber's calendar after Thanksgiving weekend, in order:
| Date | Event | Where | Hours | Entry |
|---|---|---|---|---|
| Thu., Dec. 3 | Foods That Heal ThriveWell Dinner Series Vol. V | Bending Branch Winery, 142 Lindner Branch Trail | 6–9 p.m. | Ticketed |
| Fri., Dec. 4 | SOUPER BOWL 2026 | Riven Rock Ranch, 390 Hermann Sons Road East | 5:30–8 p.m. | See listing |
| Sat., Dec. 5 | 9th Annual CASI Chili Cookoff | Contact: Comfort Golden Age Center | 9 a.m.–5 p.m. | See listing |
| Wed., Dec. 9 | Wine Down Wednesday | The 8th Street Market, 523 8th Street | 5–7 p.m. | See listing |
| Thu., Dec. 10 | Steak Night Social at Shopping with Siobhain | 205 Hwy 27 | 6–9 p.m. | $10 per person |
Four of the five are evening events, and three fall on weeknights. Christmas in Comfort is built for a full Saturday. The events in the week after it fit around a workday.
Thursday, Dec. 3, at Bending Branch Winery
The fifth Foods That Heal ThriveWell Dinner Series event is a winter dinner from Pharm Table, paired with local wine at Bending Branch Winery. It supports ThriveWell Cancer Foundation. Tickets are sold through the event's Chamber listing. Since this is the fifth volume, the series has been running for a while, and for a ticketed dinner like this one, booking early pays off.
Friday, Dec. 4, at Riven Rock Ranch
SOUPER BOWL 2026 brings soups from local venues together for one evening at Riven Rock Ranch, 390 Hermann Sons Road East, from 5:30 to 8 p.m. It's a casual Friday dinner where you can try several Comfort kitchens at once.
Saturday, Dec. 5, the Chili Cookoff
The 9th Annual CASI Chili Cookoff runs from 9 a.m. to 5 p.m. The Chamber lists the Comfort Golden Age Center as the contact, so call the center for location and entry details before you go. It's the only daytime event in the week after Thanksgiving weekend, and it lands one week after Christmas in Comfort.
Wednesday, Dec. 9, Back on Eighth Street
Wine Down Wednesday is after-hours shopping at several Comfort stores, listed at The 8th Street Market from 5 to 7 p.m. Gift shopping that was squeezed into a busy Saturday on Nov. 28 gets a calmer two hours on a weeknight.
Thursday, Dec. 10, on Highway 27
The Steak Night Social at Shopping with Siobhain, 205 Hwy 27, closes out the run. It costs $10 per person to get in, Heartbreak Outlaws play live music, and sides and desserts are for sale. It's the only event in the run with a posted entry price.
Front Street Adds a New Stop
The downtown map has one more stop than it did a year ago. In September 2026 the Chamber held a ribbon cutting for America Reclaimed at 716 Front St. It's one more downtown address to add to a parade-day walk or to the Dec. 9 shopping evening.
On Nov. 28 the Chamber centers the season on 7th and High. Over the next eight days it spreads to Eighth Street, Highway 27, Lindner Branch Trail and Hermann Sons Road East. A household can go to the parade, then a winery dinner, a soup supper, a chili cookoff, a shopping night and a steak social, all without leaving the Comfort area.
The tree goes up at 6:30 on Nov. 28, and a home in holiday light looks its warmest on camera. If you're thinking about listing in the new year, the media team at Strait Luxury can photograph your home in holiday light now, so the images are ready whenever you are. Schedule a Private Consultation with Tamara to plan a twilight shoot before the decorations come down.
