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

April 14, 2018 Vergie Nakamoto

Set in the beauty of the Green Mountain State, Rutland boasts outdoor adventures ranging from alpine slides to mountain biking. The downtown area is home to Merchant's Row, a beautiful collection of restored buildings from the 1800s. Over a hundred structures in Rutland are on the National Register of Historic Places, and nearby Wilson Castle is a glorious example of 19th century architecture. Other attractions include The New England Maple Museum and The Norman Rockwell Museum.
Things to do in Rutland

1. Roots

51 Wales St, Rutland, VT 05701-4028 Takeout, Reservations, Seating, Waitstaff, Wheelchair Accessible, Serves Alcohol, Full Bar American, Vegetarian Friendly, Vegan Options, Gluten Free Options Lunch, Dinner, Brunch SGD 20 - SGD 39 +1 802-747-7414
Excellent
72%
Good
21%
Satisfactory
4%
Poor
2%
Terrible
1%
Overall Ratings

4.5 based on 442 reviews

Roots

Reviewed By EdHaze - Washington DC, District of Columbia

Excellent selection on the menu of meats, seafood and good for the vegetarian too. As the name suggests root vegetables are part of the offerings. Even the simplest of foods were elegantly prepared and tasted that way! Get away from the crowd on Killington Road and make the 10 mile drive to Rutland. Well worth it.

2. Ben & Jerry's

221 Woodstock Ave, Rutland, VT 05701-3317 +1 802-775-1134
Excellent
42%
Good
54%
Satisfactory
4%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 21 reviews

Ben & Jerry's

For all the euphoric flavors you can't get enough of - especially the ones you can't get in ordinary stores - nobody scoops Ben & Jerry's better than we do at our scoop shops.

Reviewed By FJDriver - Essex, Vermont

Health conscious, low-fat diets would see a red flag if Ben & Jerry's is mentioned. But, even for those of us who lean toward the fat-free, non-dairy types of food need a treat once in a while. So, if you have a hankering for ice cream, and there is a Ben & Jerry's nearby, this is what we choose, so we went slightly out of our way to enjoy a Coffee Coffee Buzz Buzz with hot fudge sauce. Ice cream in general is high-fat and mega-dairy. There is evidence to show that casein (a dominant milk protein) leads to several cancers, so we try to avoid ice cream (see "The China Study" and "Prevent and Reverse Heart Disease"). That being said, we treat ourselves to Ben & Jerry's for an occasional ice cream fix. This one on the road to Woodstock, VT, filled the bill.

3. Speakeasy Cafe

67 Center St, Rutland, VT 05701-4017 Takeout, Seating Cafe Breakfast, Lunch +1 802-747-3325
Excellent
55%
Good
32%
Satisfactory
10%
Poor
3%
Terrible
0%
Overall Ratings

4.5 based on 28 reviews

Speakeasy Cafe

Reviewed By bowlofapples - Rutland, Vermont

I stop by the Speakeasy a couple times a month. The coffee is great, but food selection is sparse. Occasionally understaffed, so a wait may be ahead. The man at the counter is friendly and helpful, but the women are not. They are not rude, just indifferent. It's okay, but I far prefer The Coffee Exchange just a bit further down the road.

4. The Bakery

122 West St, Rutland, VT 05701-3455 Takeout, Seating, Parking Available, Street Parking, Accepts American Express, Accepts Mastercard, Accepts Visa, Free Wifi, Accepts Discover, Highchairs Available, Wheelchair Accessible, Accepts Credit Cards American, Cafe, Vegan Options, Vegetarian Friendly Lunch, Breakfast, Brunch SGD 4 - SGD 33 +1 802-775-3220
Excellent
54%
Good
30%
Satisfactory
10%
Poor
3%
Terrible
3%
Overall Ratings

4.5 based on 30 reviews

The Bakery

The Bakery is a cafe serving all day breakfast and lunch. Everything we serve is made fresh on premise. We offer grab and go pastries, smoothies, and coffee, as well as sit down sandwiches, salads, and soups. We are happy to accommodate special orders as well as catered lunches.

Reviewed By Adventurer27_8 - Wallaceburg

Had a wonderful lunch with my daughter today. Fresh ingredients, fresh baked bread, curry carrot soup, Turkey sandwich with cranberry jam, Caesar salad and whoopee cakes for desert. Friendly engaging staff that make you feel like a regular. Nice vibe for a cafe!

5. Gill's Delicatessen

68 Strongs Ave Ste A, Rutland, VT 05701-4400 Takeout, Seating American, Delicatessen Lunch, Dinner SGD 10 +1 802-773-7414
Excellent
75%
Good
18%
Satisfactory
5%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 185 reviews

Gill's Delicatessen

Reviewed By W2873YZjohng - Rutland, Vermont

The locals of Rutland have enjoyed their "grinders" from Gills for generations. I know people that have moved away, been gone for over a year, and stop at Gills before going home!

6. Jones Donuts and Bakery

23 West St, Rutland, VT 05701-3258 Wheelchair Accessible Breakfast +1 802-773-7810
Excellent
63%
Good
31%
Satisfactory
6%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 16 reviews

Jones Donuts and Bakery

Reviewed By CSSnowshoer - New York City, New York

I should have read the reviews! I kept driving by this store and saying, "eh", But finally I stopped in. The donuts are wonderful. They are yeasted, and not over sugared. And just good.
No ambiance inside although listening to the staff yell "we are running out of donuts" was entertaining.
Maple, and vanilla creme, both thumbs up.

7. Table 24

24 Wales St, Ste 7, Rutland, VT 05701-4042 Takeout, Reservations, Seating, Waitstaff, Television, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar American, Bar, Vegetarian Friendly, Vegan Options, Gluten Free Options Lunch, Dinner, Late Night SGD 10 - SGD 37 +1 802-775-2424
Excellent
57%
Good
33%
Satisfactory
7%
Poor
2%
Terrible
1%
Overall Ratings

4.5 based on 539 reviews

Table 24

Welcome to the Table 24 Restaurant in downtown Rutland, Vermont featuring a unique menu with choices for all - from young families to sophisticated diners. Chef/Owner Stephen Sawyer prepares selected specialties on a wood-fired grill and rotisserie to create flavors unique to this region. Come and experience fresh food in the beautiful restaurant or relax in the bar and lounge area, full of local flavor

Reviewed By Summersnuggles - Greenwich, Connecticut

Went after Andrews hockey game against Castleton. They won and clinched 2nd overall.
Had made reservations and was perfect in timing.
Kathy had the wedge salad and the chicken rotisserie . It is a huge portion and was good.
The mashed potatoes were really good.
I had the prime rib egg rolls. they were good a little greasy but quite tasty.
For dinner i had the ribs. a good choice.

8. Village Snack Bar

389 West St, Rutland, VT 05701-2626 Takeout, Outdoor Seating, Wheelchair Accessible American, Fast Food Lunch +1 802-775-2717
Excellent
43%
Good
41%
Satisfactory
10%
Poor
3%
Terrible
3%
Overall Ratings

4 based on 29 reviews

Reviewed By lhousesoccer - Rutland, Vermont

It's what you expect when you go to a snack bar - fried food. It's like fair food. Not healthy, but no one's going here for "healthy" food. LOL. Whatever you end up ordering it's always tasty. I'm not a fan of their creamies. A little too runny. Not as "creamy" as other places creamies. But, in a pinch on a warm summer afternoon, it's not a bad place to stop for some burgers and fries or onion rings.

9. Southside Steakhouse

170 S Main St, Rutland, VT 05701-4557 Takeout, Television, Reservations, Seating, Waitstaff, Parking Available, Wheelchair Accessible, Serves Alcohol, Full Bar, Accepts American Express, Accepts Mastercard, Accepts Visa, Accepts Discover, Highchairs Available, Free Wifi, Accepts Credit Cards American, Steakhouse, Gluten Free Options Dinner SGD 13 - SGD 46 +1 802-772-7556
Excellent
57%
Good
29%
Satisfactory
10%
Poor
2%
Terrible
2%
Overall Ratings

4.5 based on 179 reviews

Southside Steakhouse

Reviewed By quincy4377 - Rutland, Vermont

Southside Steak House is very good but not great in my opinion. My wife and I had dinner there on New Year’s Eve 2017. As you might expect, the restaurant was very busy and with our reservation, we were able to be seated at our...MoreQuincy thanks for taking the time to review us. I'm glad that we were able to accommodate you on a busy night. I'm also happy that your steaks were both excellent.

10. Little Harry's

121 West St, Ste 101, Rutland, VT 05701-3476 Takeout, Reservations, Seating, Waitstaff, Wheelchair Accessible, Serves Alcohol, Full Bar American, International, Vegetarian Friendly, Gluten Free Options, Vegan Options Dinner, Late Night +1 802-747-4848
Excellent
51%
Good
35%
Satisfactory
10%
Poor
3%
Terrible
1%
Overall Ratings

4.5 based on 274 reviews

Little Harry's

Reviewed By Neal981 - Granville, New York

We had a very nice meal in this comfortable, dimly lit (in a good way) restaurant. Our appetizer was the Lobster Stuffed Mushrooms, they were tasty and fun to share. The Roast Salmon with Cajun Crab Stuffing and Corn Cream Sauce was my choice and it was pretty amazing, perfectly seasoned with great tastes of crab. My wife had the Shrimp Saute with Handmade Stuffed Pasta Purses Scampi Style...holy cow. The pasta was perfectly al dente and wonderful taste and texture. The shrimp were meaty and perfectly done. I'm really glad we share tastes of our meals because I had two shrimp in exchange for a nice piece of salmon.

The espresso machine was down so a good cup of black coffee ended the meal. No room for desert due to generous portions. The waitress was great, she was there when we needed her and got us out the door in time for the show at The Paramount. BTW, Roseann Cash was amazing, We had a great meal/time in Little Harry's and will definitely return.

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