Top rated Wineries in Pittsfield

Experience the best that Pittsfield has to offer with our curated list of top-rated places. Sorted by average review scores from venues boasting over 30 reviews, these establishments promise exceptional quality and experiences to elevate your visit in the city. This list contains 21 places from Winery category.

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Burnt Barrel Meadery & Distillery image
1
Burnt Barrel Meadery & Distillery
Brewery
👍👍 fantastic meads... for sure the best meads I have ever had. super nice atmosphere very fun place to hang and have a drink. owners are awesome, great place overall. you should check it out
5.00 (64 reviews) (~89.6 km from centre)
Renaissance Wine Garden image
2
Renaissance Wine Garden
Winery
🫤 Wow. Just wow. I don’t even know where to begin. I love this venue and it was soo beautiful! But sadly my experience here with Simeen was nothing but a disappointment. I got married here on Aug. 26, 2023. My 3 month, 6 month, and 9 month payments were all wrong. In the beginning, she gave me the 25%...
4.80 (247 reviews) (~88.14 km from centre)
Wild Pickins Winery image
3
Wild Pickins Winery
Winery
4.80 (163 reviews) (~75.29 km from centre)
Hill Prairie Winery image
4
Hill Prairie Winery
Winery
4.80 (62 reviews) (~90.72 km from centre)
Vixen Hill Winery image
5
Vixen Hill Winery
Winery
4.80 (39 reviews) (~70.73 km from centre)
Spirit Knob Winery image
6
Spirit Knob Winery
Winery
👍👍 Great wine, knowledgeable and always friendly owner, great setting, go experience it, you won't be disappointed.😁😁😁
4.70 (60 reviews) (~73 km from centre)
West of Wise Winery image
7
West of Wise Winery
Winery
4.70 (43 reviews) (~91 km from centre)
Hopewell Winery image
8
Hopewell Winery
Winery
4.70 (38 reviews) (~13.08 km from centre)
Mark Twain Cave image
9
Mark Twain Cave
Outdoor activity organiser
Attraction with tours of the famous cave, plus campgrounds, a winery & a spot to pan for gemstones.
4.60 (2.3K reviews) (~46 km from centre)
Danenberger Family Vineyards image
10
Danenberger Family Vineyards
Winery
4.60 (202 reviews) (~80.12 km from centre)
Village Vineyard & Winery image
11
Village Vineyard & Winery
Winery
4.60 (37 reviews) (~53.58 km from centre)
Cave Hollow West Winery image
12
Cave Hollow West Winery
Winery
4.50 (89 reviews) (~46.08 km from centre)
Lake Hill Winery image
13
Lake Hill Winery
Winery
👍👍 What a wonderful and beautiful place! The atmosphere is inviting and comfortable, and the wines are delicious! I went when Prospect Road was playing, and the music was fantastic! I look forward to future events and workshops there.
4.50 (69 reviews) (~95.4 km from centre)
Curling Vine Winery image
14
Curling Vine Winery
Winery
4.50 (47 reviews) (~96.44 km from centre)
Pere Marquette Lodge & Conference Center image
15
Pere Marquette Lodge & Conference Center
Lodge
Wood-&-stone lodge with unfussy rooms & rustic cabins, plus an indoor pool & a casual eatery.
4.40 (898 reviews) (~74.28 km from centre)
Cooper's Hawk Winery & Restaurant- Springfield image
16
Cooper's Hawk Winery & Restaurant- Springfield
American restaurant
Upscale chain serving New American fare paired with house-label wines in a contemporary setting.
$$ $$
4.40 (708 reviews) (~95.83 km from centre)
Grafton Winery & Brewhaus image
17
Grafton Winery & Brewhaus
Winery
👍 I enjoyed my company here The wine tasting was $10. I tried 6 wines and was able to keep the Grafton winery glass. The patio/deck areas were packed so we did not sit outside. The live band was pretty decent. Truly the best part are the wines. They have a great collection from dry to sweet. The food...
$$ $$
4.30 (429 reviews) (~77.59 km from centre)
Braddens image
18
Braddens
Restaurant
This brick-walled eatery with a comfy look offers a roster of American fare & wine 7 days a week.
$$ $$
4.30 (423 reviews) (~96.39 km from centre)
Cedar Lake Cellars image
19
Cedar Lake Cellars
Winery
Lakeside winery with a rustic dining & tasting room, live music & picnic tables.
$$ $$
4.20 (815 reviews) (~93.15 km from centre)
The Winery at Aerie's Resort image
20
The Winery at Aerie's Resort
Restaurant
😐 Can only get there by the ski lift, $10 per person. Can't drive or walk there. Was told it's to help slow the spread of COVID but they don't clean anything between riders. Definitely the weirdest winery experience ever. If you're scared of heights avoid this place. Pretty view at sunset. Almost zero...
$$ $$
4.10 (383 reviews) (~77.1 km from centre)
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