Bennington Food Guide: 10 Must-Eat Restaurants & Street Food Stalls in Bennington

April 14, 2018 Janean Rudisill

Bennington is a town in Bennington County, Vermont, in the United States. It is one of two shire towns (county seats) of the county, the other being Manchester. The population is 15,431, as of 2014 US Census estimates. Bennington is the most populous town in southern Vermont, the third-largest town in Vermont (after Essex and Colchester) and the sixth-largest municipality in the state including the cities of Burlington, Rutland, and South Burlington in the count.
Things to do in Bennington

1. Allegro Ristorante

520 Main St, Bennington, VT 05201-2169 Reservations, Seating, Waitstaff, Wheelchair Accessible, Serves Alcohol, Full Bar, Takeout Italian, Gluten Free Options, Vegetarian Friendly Dinner +1 802-442-0990
Excellent
67%
Good
24%
Satisfactory
7%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 210 reviews

Allegro Ristorante

Reviewed By Jomled - New York City, New York

My family (adults ranging from 21 - 56) ate here last month. I really want to love this place but I can't get there. The Venue is just great old storefront exposed brick - just a fantastic feel. We have tried Allegro twice in the past and now this is our third visit. Southern Vermont has a real void in top notch Italian eateries most I would describe as average. Allegro fits that description.

Several of us ordered salads which were all outstanding. The spinach salad in particular was memorable. The entrees we ordered included Arctic Char, Risotto, Pappardelle with mushroom sauce, and the Beef short ribs. The reviews around the table were all about the same. The food was catering hall like. Nothing bad, all real safe, no jump off the plate flavor. We got the feeling it was a short order cook reading the recipe off a card in the kitchen. The best way to describe the food is that it's not bad for Southern Vermont but it's still average compared to other Italian restaurants.

I would probably go back if the logistics worked out, but Allegro is not one of my top recommendations. Try it if you are having a craving. Order the spinach salad !!!

Mangia Tutti!!

2. Apple Barn Country Bake Shop

604 US Route 7 S, Bennington, VT 05201-4549 Seating, Takeout, Wheelchair Accessible Breakfast, Lunch +1 802-447-7780
Excellent
56%
Good
35%
Satisfactory
7%
Poor
2%
Terrible
0%
Overall Ratings

4.5 based on 42 reviews

Apple Barn Country Bake Shop

Reviewed By Christine F

Yes, pull over here. It's worth the 10min detour if you're headed into Southern VT (and they have 2 restrooms). Ample parking.
Pumpkin butter, bourbon maple syrup, IPAs, cider donuts, fresh fudge, and flavorful apples and whoopie pies beckon you. Lots of little VT tchotchkes, pumpkins and autumnal treasures to choose from. Be nice to the cashiers- just sayin' - trust me on this. I had a great experience and am throughly enjoying the pumpkin butter by the spoonfuls.

3. Bakkerij Krijnen

1001 Main St, Route 9 East, Bennington, VT 05201-2635 Takeout, Parking Available, Street Parking, Free Off-Street Parking, Wheelchair Accessible, Accepts American Express, Accepts Mastercard, Accepts Visa, Digital Payments, Accepts Discover, Accepts Credit Cards Dutch, European, International, Healthy, Soups SGD 7 - SGD 13 +1 802-442-1001
Excellent
72%
Good
22%
Satisfactory
0%
Poor
2%
Terrible
4%
Overall Ratings

4.5 based on 45 reviews

Bakkerij Krijnen

Scratch-baked artisan sourdough breads, exquisite pastries, & authentic Dutch treats made using local, organic & all-natural ingredients. Always CLOSED Easter Sunday, Mother's Day, Father's Day, Thanksgiving Day & Black Friday, & December 25 & 26. Closed annually during January, for 2-3 weeks for maintenance (and sometimes a vacation). Please call or check our Facebook page for current hours/closures prior to your visit.

Reviewed By 29Teddy - Miami, Florida

What a surprise when I discovered Bakkerij Krijnen in its unassuming spot on the outskirts of Bennington. Bread, pastries, cakes, sandwiches - love them all. This weekend I bought sourdough bread, pastries and croissants for out-of-town guests. They were such a hit that we returned on Sunday so that they could schlep the croissants back to NYC with them. My spouse had just returned from a work trip to Paris and Vienna and swears that BK is as good - or better - than either city offered.

I highly recommend that you stop here for breakfast or lunch - there are a few charming little tables to sit at and watch all the bakery action from.

4. Brown Cow Cafe

139 Main St, Bennington, VT 05201-2935 Outdoor Seating, Seating, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Accepts Mastercard, Accepts Visa, Free Wifi, Accepts Discover, Takeout, Parking Available, Free Off-Street Parking, Wine and Beer, Accepts Credit Cards American, Cafe, Gluten Free Options, Vegetarian Friendly, Vegan Options Breakfast, Lunch, Brunch SGD 13 +1 802-681-7489
Excellent
61%
Good
33%
Satisfactory
2%
Poor
2%
Terrible
2%
Overall Ratings

4.5 based on 68 reviews

Brown Cow Cafe

Brown Cow Cafe is the healthy alternative for fresh made to order breakfast and lunch in Bennington. Always have vegetarian, vegan, and gluten-free soup, sandwiches, salads, and sweets available as part of our regular menu. Full menu of espresso drinks using Vermont roasted fair trade organic Mocha Joe's coffee.

Reviewed By LadyJan1942 - Eagle Bridge, New York, United States

I had heard about it and read about it but never made it there until today. It is very convenient for anyone visiting the hospital or nearby medical facilities. I went there today with two younger family members. The sandwich and salad selections were so delicious sounding it was hard to decide. There is no alcohol but great juice, soda and tea/coffee selections. It is tucked in behind what used to be the Paradise Restaurant and it is near the current Paradise Motel. Outdoor tables are available depending on weather where pets are allowed. All in all a great find.

5. Kevin's Sports Pub & Restaurant

27 Main St, North Bennington, Bennington, VT 05257-9003 Takeout, Seating, Waitstaff, Television, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar American, Bar, Pub, Gluten Free Options Lunch, Dinner, Late Night SGD 16 +1 802-442-0122
Excellent
56%
Good
34%
Satisfactory
7%
Poor
2%
Terrible
1%
Overall Ratings

4.5 based on 288 reviews

Kevin's Sports Pub & Restaurant

Reviewed By juri62 - Lake George, New York

A women at the Will Moses Gallery recommended Kevin's and we were so glad she did. We were the only strangers in the place. The restaurant is small and was busy on the Tuesday afternoon we were there. We both had burgers that were big and juicy...I almost never order a burger out because I'm usually disappointed, but not here.
OMG it was great. I of course ordered sweet potato fries which were also very good.
There was one waitress on, so she was busy, socializing too, but service was pretty quick.
We will return when in the area.

6. South Street Cafe & Bakery

105 South St, Bennington, VT 05201-2246 Highchairs Available, Takeout, Seating, Parking Available, Street Parking, Free Off-Street Parking, Accepts American Express, Accepts Mastercard, Accepts Visa, Digital Payments, Free Wifi, Accepts Discover, Accepts Credit Cards American, Soups, Cafe Lunch, Brunch, Breakfast SGD 3 - SGD 20 +1 802-447-2433
Excellent
48%
Good
36%
Satisfactory
15%
Poor
0%
Terrible
1%
Overall Ratings

4.5 based on 65 reviews

South Street Cafe & Bakery

At the heart of Bennington since 1994, the South Street Cafe & Bakery serves high quality coffee, tea and baked goods. All soups, breads, and baked goods are made from scratch and by hand. Many offerings are vegetarian, some are vegan, and everything is delicious! Free wifi, live music and artists in residence all add to what we consider our motto - Coffee, Culture and Community.

Reviewed By brushjl - Solon, Ohio

I used to come here over 10 years ago when my mother lived here and used to meet her friends here once a week. Very little has changed, great coffee, relaxed atmosphere and wonderful baked goods. I really appreciated the home made sour dough breads...MoreThough we're newer owners, we love how long the Cafe has been around and this is the reason why. Please ask for either Brian or Maeve when you stop in next time so we can say hello in person!

7. Love A Bagel

704 Main St, Bennington, VT 05201-2142 Seating, Wheelchair Accessible Cafe Breakfast, Brunch +1 802-681-7465
Excellent
55%
Good
36%
Satisfactory
0%
Poor
9%
Terrible
0%
Overall Ratings

4.5 based on 11 reviews

Reviewed By mrbear - Toronto, Canada

Stopped by in the morning. Bagels were served toasted, but were still stale...couldn't be fully eaten. Coffee had obviously sat around for a while.

8. Bennington Station Restaurant

150 Depot St, Bennington, VT 05201-1814 Reservations, Seating, Waitstaff, Parking Available, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar, Private Dining American, Gluten Free Options, Vegetarian Friendly Lunch, Dinner +1 802-442-7900
Excellent
57%
Good
31%
Satisfactory
7%
Poor
2%
Terrible
3%
Overall Ratings

4.5 based on 329 reviews

Bennington Station Restaurant

Reviewed By 303janetf - Rome, New York

This was our second visit to Bennington and our second visit to Bennington Station. We will be back whenever possible. Last summer we stopped for dinner on a very crowded Saturday night and enjoyed a delicious dinner in the sunroom. My husband raved about the clams casino and the perfectly rare prime rib. I had the crab cake appetizer (huge!) and a delicious filet of sole. This time we joined family there at Thanksgiving for an excellent Turkey dinner. In spite of the crowds service was friendly, eficient and never made us feel rushed. The huge salad bar which is included with all dinners every night was always fresh and frequently replenished. This is a popular place wilth locals as well as visitors, so reservations are recommended.

9. Vermont Confectionery

1541 West Rd, Rt 9, North Bennington, Bennington, VT +1 802-447-2610
Excellent
80%
Good
20%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 10 reviews

Vermont Confectionery

Reviewed By Amanda W - Albany, New York

Amazing selection of old timey candies such as fruit slices, candy sticks, jelly beans in every flavor, etc. Also plenty of chocolate! You can also order Vermont cheddar cheese by the pound, which is sliced off a large wheel of cheese upon ordering.

Ice cream available but I didn't order any today.

Owners friendly and personable.

$15 credit card minimum.

10. Madison Brewing Co. Brew Pub & Restaurant

428 Main St, Bennington, VT 05201-2109 Takeout, Seating, Waitstaff, Television, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar, Free Wifi American, Bar, Pub, Brew Pub, Vegetarian Friendly, Vegan Options, Gluten Free Options Lunch, Dinner, Brunch, Late Night +1 802-442-7397
Excellent
43%
Good
40%
Satisfactory
13%
Poor
3%
Terrible
1%
Overall Ratings

4 based on 655 reviews

Madison Brewing Co. Brew Pub & Restaurant

The Madison family has deep roots in the Bennington, Vermont. As locals growing up and living in the area, the Madison's have deep ties to the community and in the early 1990's the family decided to purchase what was then a burned out storefront in Bennington's historic downtown, and convert it into the area's first brew pub. "My brother Mark was part of the inspiration" says co-owner Mel Madison. "He become passionate about brewing beer as a hobby... And that let us to the idea of starting a brew pub." From those humble beginnings, the brewery has developed six regular brews plus a seasonal brew. To complement the brewing is the lunch and dinner offerings as well as Madison's own home-made chips - a favorite at the bar or anyplace. Now into its second decade of operation, the brew pub has become a Bennington fixture and a favorite amongst the locals. We encourage you to stop in and discover for yourself everything Madison's Brewing Company has to offer!

Reviewed By DrSharonGreenfieldMA - Greenfield MA

Stopped in for lunch on a recent Friday as we were driving through - had a brew named French toast - it was amazing. Tasted and smelled like french toast and beer at the same time. Two of us had good sandwiches, with their home...MoreWe're glad you enjoyed our French Toast brew! It's wonderful to know you were happy with your experience and that the service was above par. Looking forward to having you back soon! Cheers, Madison Brewing

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