Calendar

Dec
5
Fri
Holiday Lantern Paint & Sip at Sunset Meadow Vineyards
Dec 5 @ 6:00 pm – Dec 6 @ 8:00 pm
Holiday Lantern Paint & Sip at Sunset Meadow Vineyards

Join us with Painting on the Gogh at the vineyard for a festive paint night! Paint an adorable lantern, your choice of either a snowman or a gnome. ❄
All materials (paints, bottle, and cork with string lights) are included in the price and you’ll be guided through step-by-step instructions. No painting experience is needed!
Please be ready to paint at 6pm!

For more information please click here.

 

Dec
6
Sat
Jazz Winter Fest at Aquila’s Nest Vineyards
Dec 6 all-day
Jazz Winter Fest at Aquila's Nest Vineyards

Get ready to warm up your December weekend with the smooth sounds of live jazz performances all weekend long!

Join us for Jazz Winter Fest, where an extraordinary lineup of talented musicians will fill the air with soulful melodies, captivating rhythms, and timeless tunes. Let the music move you and make your weekend unforgettable!

FRIDAY, DECEMBER 5 6–9 PM: Nick DiMaria Quartet – Smooth, soulful jazz to kick off your weekend in style.
Food Truck: Taste of Mediterranean

SATURDAY, DECEMBER 6 1–4 PM: Triple Bock Jazz Quintet – A vibrant mix of classic and contemporary jazz grooves.
5:30–8:30 PM: Noreen Mola Quartet – Elegant vocals and timeless jazz melodies to light up your evening.
Food Truck: The Crepe Hut | Sweet & Savory Crepes

SUNDAY, DECEMBER 7 12–3 PM: Timeless Groove Jazz Quartet – An upbeat and sophisticated blend of modern and traditional jazz. 4–7 PM: TJ Thompson Jazz Trio – A soulful close to the weekend with smooth, captivating sounds.
Food Truck: Goni’s Gourmet Lobster Truck

️ Ticket Info $20 per person grants you access to all five jazz performances throughout the weekend, subject to availability. Guests can indicate their preferred performances in the ticket order comments. Seating for secondary sessions mentioned in the notes section is subject to availability, and additional requests can only be accommodated if space allows. If a session reaches full capacity, we will notify you accordingly.

You’ll enjoy reserved seating in the cozy indoor tasting room, with seating arrangements thoughtfully assigned by our hostess. Relax, sip, and soak in the jazz vibes at Aquila’s Nest Vineyards! Seating is limited, so reserve your spot today for an unforgettable weekend of music and wine.

Wine is not included in the ticket. A drink purchase of minimum $10 plus tax and gratuity per participant is required to attend this event and can be made at the vineyard prior to the start of the event, after our staff checks your ID.

For more information and tickets click here.

Holiday Light Spectacular at Preston Ridge Vineyard
Dec 6 @ 4:00 pm – 7:00 pm

Reservations Recommended

Fire Pits Available for Rent
Learn more or Buy Tickets by Clicking Here.
Dec
7
Sun
Customer Appreciation Weekend at Hopkins Vineyards
Dec 7 @ 11:00 am – 6:00 pm

Come sip, savor, and celebrate with us — we appreciate you!

We also have Litchfield Distillery here 1-4pm sampling their delicious Creme De Maple Liqueur, Espresso Martini, & Bourbon Barrel Maple Syrup. They will be offering fine cigars for sale.

For more information click here.

The Twelve Days of Promotions, Pop-Ups & Pairings at Hopkins Vineyards
Dec 7 @ 11:00 am – Dec 25 @ 3:00 pm

 Day 1 – Saturday, December 13
Festive Charcuterie Flight & Holiday Pop-Up Market
Kick off the 12 Days at Hopkins!
✨ Festive Charcuterie Flight: Santa’s Snack Board
 SoNo1420 Distillery sampling award-winning Bourbons – special holiday promotion 2-5pm
 Bouvery Chocolate Liqueur Sampling 2-5pm
️ Pop-up Vendors (12–4pm): Olive Branch Baking Co. • Brothers & Sons Sugar House • Seven Continents Soy Candles
 Specialty Drink: Hopkins 1787 Brandied Eggnog & Bouvery CV Chocolate & toasted marshmallow cocktail
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 Day 2 – Sunday, December 14
Pups, Pours & Pics with Santa – get a pic of your pet with Santa 1-3pm
 Pop-up Vendor: Depot Dog (12–4pm)
 Complimentary dog treats from Get Joy!
 SoNo1420 Distillery sampling award-winning Bourbons – special holiday promotion
 Chocolate Liqueur Sampling – & Bouvery CV Chocolate & toasted marshmallow cocktail
 Winter Wine & Music Series kicks off featuring Scott Hargus Duo does Christmas (1–4pm) Enjoy their music with some holiday favorites to sing along with
✨ Festive Charcuterie Flight: Santa’s Snack Board
 Specialty Drink: Hopkins 1787 Brandied Eggnog
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 Day 3 – Monday, December 15
Menu Monday
✨ Enjoy one free add-on with any menu item!
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 Day 4 – Tuesday, December 16
Tea for Two Tuesday
Warm up with Harney Tea for Two – only $5
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 Day 5 – Wednesday, December 17
Wine Flight Wednesday
Buy a wine flight and receive 10% off any wine to take home.
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 Day 6 – Thursday, December 18
A Very Merry Sip & Swap (Open Late: 5:30–8pm | Swap at 6:30pm)
Join us for a festive evening of fun, friends, and holiday cheer.
 Bring a wrapped $15 gift to participate in our Yankee Swap – Please RSVP by Monday 12/15 (860) 868-7954
 $8 Wines by the Glass •  $10 Cheese Platters – Enjoy our food & wine specials even if you don’t want to participate in the swap.
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❤️ Day 7 – Friday, December 19
Cheers to Charity!
Give back while you sip.
 $1 from every sale donated to The Warren & Washinton Food Pantry
 Wine Tasting Special – $15
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️ Day 8 – Saturday, December 20
Holiday Vendor Pop-Ups & Festive Food Flight
️ Seven Continents Soy Candles • Northeast Vinegar • Lake Hill Farm (Maple Syrup & Honey)
✨ Festive Charcuterie Flight: Santa’s Snack Board
 Litchfield Distillery Tasting & special promotion 1-4pm
Specialty Drink: Hopkins 1787 Brandied Eggnog & Crème de Maple Cocktail
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 Day 9 – Sunday, December 21
Winter Wine & Music Series – Frandango (1–4pm)
Pop-up Vendor: Lake Hill Farm – Maple Syrup & Honey
 SoNo1420 Distillery Bourbon Sampling & Chocolate Liqueur Tasting
 Chocolate Liqueur Sampling – & Bouvery CV Chocolate & toasted marshmallow cocktail ✨ Festive Charcuterie Flight: Santa’s Snack Board
 Specialty Drink: Hopkins 1787 Brandied Eggnog
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 Day 10 – Monday, December 22
Big Wine Specials!
 Buy 3 bottles – 10% off
 Buy 6 bottles – 15% off
 Buy 12 bottles – 20% off
 Warm up with $5 Hot Mulled Wine while you shop!
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☕ Day 11 – Tuesday, December 23
Cozy Cocoa & Gift Wrap Day
 Free gift box with any 2- or 3-bottle purchase
 Enjoy a $2.50 Hot Cocoa while you shop!
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 Day 12 – Wednesday, December 24 (Closing @ 3PM)
Christmas Eve Cheers!
 Gift Card Promotion: Receive $5 in-store credit for every $50 Gift Card purchased (redeemable 2026)
 Special $6 Hopkins 1787 Brandied Eggnog
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️ Celebrate the Season at Hopkins Vineyard!
Sip, shop, and savor the spirit of the holidays at Lake Waramaug

For more information click here.

Live Music with Kt Lay at Hopkins Vineyards
Dec 7 @ 1:00 pm – 4:00 pm
Live Music with Kt Lay at Hopkins Vineyards

For more information click here.

Live Music at Saltwater Farm Vineyard
Dec 7 @ 5:00 pm – 7:00 pm
Live Music at Saltwater Farm Vineyard

Sunday, December 7th
Music TBD, 3pm

Sunday, December 14th
Dan Watson, 2:30pm

Saturday, December 20th
Brad Benkso, 3pm

For more information click here.

 

 

Dec
11
Thu
Cheese Fondue Dip & Sip at Aquila’s Nest Vineyards
Dec 11 all-day
Cheese Fondue Dip & Sip at Aquila's Nest Vineyards

 

For more information and tickets click here.

Dec
12
Fri
Live Music at Saltwater Farm Vineyard
Dec 12 @ 5:00 pm – 7:00 pm
Live Music at Saltwater Farm Vineyard

Friday, December 5th
Wayfairing Strangers, 5pm

Friday, December 12th
Izzy Malek, 5pm

Friday, December 19th
Music TBD, 3pm

For more information click here.

 

 

Live Music on Friday at Kingdom of the Hawk Vineyard
Dec 12 @ 5:00 pm – 7:00 pm
Live Music on Friday at Kingdom of the Hawk Vineyard

FRIDAY, DECEMBER 5TH
Collin Van Pelt, 5pm

FRIDAY, DECEMBER 12TH
Lucas Neil, 5pm

FRIDAY, DECEMBER 19TH
Brad Bensko, 5pm