Defining the urban winery,
right here in Worcester

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SHOP OUR WINES

Defining the urban winery, right here in Worcester

join the club

SHOP OUR WINES

Come visit us in the iconic Higgins Armory Building!

Temporary Monday Hours | 6:00pm – 10:00pm

Thursday | 3:00pm – 9:00pm
Friday | 12:00pm – 9:00pm
Saturday | 12:00pm – 6:00pm
Sunday | 12:00pm – 4:00pm

Find Sail to Trail wines at these fine establishments:

Sail to Trail WineWorks is the premier urban winery in New England, where vineyard vibes get an industrial edge.

Each of our limited-edition wines is the product of extensive research and time spent traveling the country to find the very best grapes—without bias, preconceived notions or old-school wine snobbery.

So, if getting a curated selection of kickass wines delivered right to your door sounds good to you, check out our current offerings or join our wine club.

Sail To Trail In The News

Eight Massachusetts products with awesome labels I couldn’t resist Instagramming in 2019

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Sail to Trail WineWorks Appoints Missa Capozzo as Sommelier and Executive Vice President of Product Development.

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Sail to Trail WineWorks is Worcester’s first boutique winery offering the city’s wine drinkers something new and tasty.

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Chris Simpson’s urban winery Sail to Trail opened in the Higgins Armory Building last week. Simpson works with a sommelier to personally select each wine that carries his label.

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@SailToTrail

WHAT PEOPLE ARE SAYING

Sail to Trail WineWorks

5.0

Eleanor Gilmore

20:27 11 Jan 20

Love supporting another locally-owned business! Great wine portfolio; friendly, informative staff.

Kathleen Sharr

01:50 03 Jan 20

This is such a wonderful addition to Worcester! Love coming here. This place is da bomb 💣!

Andrea Borge

21:29 20 Dec 19

Excellent wine and very personable wine maker! Worth the trip for sure.

Debra Mooney

18:39 20 Dec 19

A fantastic and appropriate reuse of an iconic Worcester The wines are amazing and Chris is lots of fun to talk to. Definitely add to your must-see in the Woo.read more

Emory Payne

23:26 30 Nov 19

Best winery on the east coast!!! Tasted just like Napa 🍷🍷🍷

Katherine Rafuse

20:31 30 Nov 19

A wine diamond in the rough! Had a great time here. The wine was great, especially the Zin. Super friendly and knowledgeable staff. Can’t wait to come back!read more

Amy Auclair

20:29 30 Nov 19

Wonderful find! The staff was so friendly and welcoming. Will definitely go back!

Liz Codd

19:51 19 Oct 19

Delicious, high quality wines and friendly staff!

B King

22:25 13 Oct 19

Sail to Trail WineWorks is a great place to try some great wines and learn about all that Sail to Trail has to offer. Just minutes from the heart of the city Sail to Trail offers a relaxed atmosphere for people to taste test and purchase their favorite products. You'll definitely want to ask Chris what his favorite wine is currently, you won't be disappointed!read more

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Defining the urban winery,right here in Worcester

Defining the urban winery, right here in Worcester

Find Sail to Trail wines at these fine establishments:

Sail To Trail In The News

click. ship. sip.

Follow Us On Instagram

@SailToTrail

WHAT PEOPLE ARE SAYING

Defining the urban winery,
right here in Worcester