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Harvest Sip + Shop 2026

This fall, enjoy a Harvest Sip + Shop on Saturday, October 10th, in Downtown Rutland, Vermont! Our October event highlights Vermont’s harvest traditions, offering tastings, local vendors, and special promotions from downtown businesses. Visitors can sample local foods, discover regional crafts, and take advantage of exclusive deals, making this a festive opportunity to support local businesses and savor seasonal flavors together.

HARVEST SIP + SHOP

SATURDAY, OCTOBER 3, 2026
10 am to 4 pm

 
 
 

This fall, enjoy a Harvest Sip + Shop on Saturday, October 10th, in Downtown Rutland, Vermont!

Our October event highlights Vermont’s harvest traditions, offering tastings, local vendors, and special promotions from downtown businesses. Visitors can sample local foods and beverages, discover regional crafts, and take advantage of exclusive deals, making this a festive opportunity to support local businesses and savor seasonal flavors together.

Save the date and stay tuned for more details, including the official merchant and vendor sign-up forms.

 
 

 
 

STAY IN THE LOOP

DAY OF EVENT

  • Attendees will check in at the Downtown Rutland Partnership's new office at 28 Center Street. There, you will receive a map and a tasting glass. After that, you can visit all the participating locations at your own pace.

  • Please remember: Tickets that include alcohol are only available for individuals aged 21 and older. Each attendee must bring a photo ID to the check-in table as proof of age.

QUESTIONS? Please send an email to info@downtownrutland.com.

 
 

 

BUSINESS + VENDOR PAIRINGS!

Sip, snack, and shop at these downtown businesses, each paired with carefully selected local vendors: coming soon…

 

 
 

FAQ’s

I’ve purchased a ticket! Now what?

Attendees will check in at the Downtown Rutland Partnership's office, located at 28 Center Street, starting from 11:00 am to collect a map, tasting glass, and shopping bag. Following that, guests will explore the various participating locations at your own pace and order.

For those who purchased a ticket that includes alcohol sampling, you must present a valid ID at check-in. You must be 21 or older to sample alcoholic beverages. Drinking responsibly is highly encouraged, and we strongly suggest pre-arranging safe transportation.

I don’t drink alcohol. Can I still attend?

Of course! If you don't drink alcohol or are a designated driver, you can still enjoy the Sip + Shop with a $15 non-drinking ticket option. This ticket allows you to sample food and taste non-alcoholic drink vendors, receive an entry into the raffles, and be eligible for door prizes!

Will I be able to buy a ticket the night of the event?

Certainly! While it is possible to purchase a ticket at the Downtown Rutland Partnership office before the event, we highly recommend securing your ticket online in advance. This way, you'll have extra time to enjoy the event and minimize the time spent waiting in line!

The proceeds from ticket sales benefit the Downtown Rutland Partnership, a 501(c)(3) nonprofit organization dedicated to managing, marketing, and maintaining the Downtown District in Rutland, Vermont. We organize events and initiatives that enhance the vitality of our local business community and improve the cultural and physical environment of downtown Rutland. Support from events like this enables us to continue our efforts in business development, marketing, and streetscape initiatives. For example, we decorate the entire downtown for the holiday season, which includes hanging garlands on the lampposts, giant snowflakes across the streets, stringing lights on the trees along Strongs Avenue and the beautiful Christmas tree in Depot Park.