Heritage Deli & Bakery

All sorts of amazing sweet and savory pies. Small but very cute space. Friendly staff.read more

This is a little gem in the small town of Chester, VT. My friends and I just completed the Vermont…read moreInn to Inn walking tour and upon reaching our final destination in Chester, stopped here. I had a double espresso macchiato & a slice of maple buttermilk pie! My friend had a maple nut scone. The food was delicious. The scone was not dry and the hint of maple was just right. The maple buttermilk pie was to die for!! They have other food items on the menu, but we just needed a treat. The service was friendly and efficient. I especially appreciated the affordable prices. I mentioned this to the proprietor and he said they want prices affordable for locals, so they don't jack them up for tourists. That was a huge plus to me! The restaurant is rather small, but there are enough tables for seating and there was no rush for us to move along. This is a must stop in Chester!

Maple nut scone, double espresso macchiato, and maple buttermilk pie. Yum!

Front

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FYI

Lisai's Chester Market

4.6(11 reviews)

1.0 mi

I ended up stopping In here for the first time on my way up to ludlow. Grabbed a few items for the…read moreweekend but also a grinder. Of which, was so good I will be stopping in again this winter!

This was a great little store to get essentials. I was even very pleasantly surprised to find…read moregluten free items while traveling in the area! I'm allergic to gluten which often makes eating out of town/while traveling difficult. We were able to shop enough for a couple nights to cook at our place of lodging. Staff was friendly as well.

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Inside produce area

Smokin' Bowls

4.3(98 reviews)

1.6 mi

I had driven by Smokin' bowls for years before I finally stopped the other day. Within minutes I…read morefelt dumb for never visiting there before. This place is the definition of big things coming in small packages. They have at least 10 things on the menu and this is a very small food truck. I sampled all the soups and chilis (I think there was five the day I went) and they were all delicious. I ended up going with the pulled pork nachos and I wasn't disappointed. The prices are reasonable, the staff is friendly and there's a pick nick table behind the cart if you'd like it sit and relax. This is a place you must stop at if you're passing through.

I love smokin bowls! And now that it's winter again, one of their cups of soup hits just right. My…read morefavorite is the African peanut soup but their chili is also bomb. The staff are always friendly and service is fast.

Cute food truck.

Chili Nachos

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Hot dog

Jersey Girls Dairy & Farm Store

4.7(10 reviews)

3.7 mi

Fun roadside dairy. Choose your milk and payment goes in the box. We got whole and chocolate milk…read more Both were delicious!

Love this place and the milk in particular! Great prices, everything is farm fresh.read more

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Johnny’s Kitchen

5.0(33 reviews)

11.5 mi

Family-owned & operated

Kid friendly

I love their wraps. We order from Johnny's when we have a meeting in Ludlow. They never disappoint.read more

This little kitchen and bar is awesome! Tucked away from the main street, but not hard to find…read more Great sandwiches - I had a Fabio, i. e. Ham and Swiss cheese, salami, sauerkraut, banana peppers, and slices of tomato on an Italian bun. Fabio is fabulous. All the food items, including the specials seem fairly priced. A decent selection of national and local canned variety of beer. I opted for Super Nova IPA 6.8 % ABV from Middlebury VT. The owner/chef Jonny is friendly, quick with a smile. A great guitar and base player. Stop in the afternoon toward the end of the end to enjoy some blues and jazz. Don't forget to bring your favorite instrument to join in on the fun.

Catering order with paninis

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Phoebe on a flour wrap

The Vermont Country Deli

4.4(355 reviews)

28.0 mi

Genuinely the best Mac & cheese I've ever had. So creamy, delicious, they serve generous portions,…read moreand we heard it's a good idea to get a side cup of pulled pork to put on top so we did that too. That is definitely the move. We also got a cup of their chili which has a sweet taste to it. The consistently of the chili is more watery than it is dense and we absolutely loved it that way. There's a small parking lot but there's overflow parking areas as well as people needing to pull over on the side of the street since this is such a popping spot. There's also a cute store next door with more desserts, a fridge of drinks, some local art, etc. and it has a handful of outdoor tables that you can sit and eat at while enjoying the foliage around you. So worth the drive I already wanna go back!!!

Even though the lines are long they love super fast!!!…read more Two lines one for sandwiches and one for hot food. Their pastries are fresh and yummy. My turkey sandwich was 8.99!!! I'm so obsessed with how fresh all the food tasted, everything is nicely organized and the people are super sweet!!

Part of the shop. It's so cute and has so many cool things to look at.

Chocolate ganache cake and coconut chocolate truffle

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Singleton's General Store

4.4(62 reviews)

9.3 mi

To say o love this business is an understatement. I've been coming her for over a decade. My MIL…read morelives in Vermont so on to way to visit her we stop here. My husband knows it's a must. I always get the smoked bacon, pepperoni, burgers, and a few of their marinades. OMG everything they make is amazing. You should also try one of their sandwiches. I recommend the #4. You can thank me later. I really wish ordering online wasn't so costly. It's not their fault. That why I stack up when I visit.

Was visiting ludlow and went to this shop , on the way .. the store had lots of stuff but mostly…read moreall were soooooo expensive ! Hoodies for 50$ , shirts for 75$ and so many other things which were expensive. . There was a lot of food items which they sold . Not sure if thiss store is more like a deli for food but we thought it was more of used for general stuff . Parking was good . Lots of parking outside . Service was average . Not a great store for us to buy low priced soveniers or gifts . Store was nice organized though. Good location . On the way to Vermonts famous spots . 3 stars

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Big Pops

4.5(30 reviews)

11.9 mi

Love this place. Wish we found it sooner. Sandwiches and…read moresubs are made to order. Great portions. Fun little place. Counter lady very friendly. Will be back when in the area. I would just put a sign in the window. Love it. Good job!

This is the place we always stop at when traveling from CT to VT. A BIG menu of BIG sandwiches…read more Also good salads! Very pleasant and fast service! A nice sized venue with different sized tables and some outside tables as well.

Their grinders are insane!

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Inside.

Blue Duck Deli

4.9(8 reviews)

11.5 mi

Ate there tonight! Wonderful dinner and dessert. Chef and server gave us special attention as they…read moredid for all. It was as if we had dinner with friends.

We were in the area looking for a brunch spot and found this place. The exterior was very cute and…read morequaint; loved the garden out front with huge sunflowers and various flowers. There was a parking lot but we had already parked on-street prior. The interior was cute; there was a cafe and a few tables. On the other side was the kitchen area; they brought out the food to us on the cafe side. The place got busy after we got there; seems to be a hot spot for lunch. We got there around 10:50, they weren't serving food until 11. This was fine since they served coffee and that was priority to us at that time. I had a medium iced maple latte and it was good. For my meal, I had the chicken and waffles sandwich which were decent; there was crispy fried chicken, cole slaw, in between freshly made fluffy waffles. It was overall decent, but something was missing; I think that was some maple syrup or some hot sauce. My child had the fried Mac and cheese donut; it's a Mac and cheese shaped into a donut; this was good and a cute way to present food. Overall, a good spot to get some breakfast and lunch.

Dining area

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Country Girl Diner

4.4(229 reviews)

0.6 mi

Amazing food and great service. Most everything is really home made not home baked. This is…read moreauthentic little diner!

Used to love coming here, but it has been a while and we were excited to be in the area to visit…read moreagain, but we were very disappointed. We were bombarded with 2 pride flags when we pulled in the parking lot. One of which says "everyone's welcome here". Then we walked in the vestibule to be "welcomed" with some sort of pride ladder with notes of encouragement in it. The door has a bunch of stop signs on it saying to wait outside the door to be seated. The wait is quite awkward to say the least. Especially when no less than 4 waitresses make eye contact with you and don't bother to acknowledge your existence. Looking through the window like a puppy dog we could see that there were plenty of open seating. After waiting for an exorbitant amount of time being shunned, we decided to leave. It must be that this restaurant is no longer "welcoming" I a straight Christian couple. Too bad. It used to be a nice place..

Sweet interior

Half fried chicken BLT sandwich

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3 reviews that are not currently recommended

The reviews below are not factored into the business's overall star rating.

Curtis R.

1 year ago

They hire pedos, a dishwasher named Jayden Rogstad said some very vile things about my 4 year old.

Kaitlyn H.

7 years ago

awful attitudes. everyone is nasty - very unpleasant experience!!!!!! do not come here!!!!!

c h.

13 years ago

Only had a lemon bar, but one of the best I've had.

Heritage Deli & Bakery - sandwiches - Updated October 2026

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I visited this place with a friend recently and was so pleasantly surprised by how delicious the…read morefood was, how kind and lovely Emily (cashier/waitress) was, and how much I loved the vibe in there. I unfortunately forgot to take a picture of the turkey panini I had but it hit the spot and was sooo yummy! I also failed to take a picture of the rest of the cafe but it has these beautiful stained glass windows that my friend pointed out could be a sign of the cafe having been an old fashioned soda and ice cream shop back then. A lot of the buildings in this little square look to be renovated/updated to fit today's aesthetics while maintaining the foundations of the old fashioned, from decorative stained glass to gorgeous Victorian ceilings. Everything about my visit was delightful and makes me want to come back again soon. Thank you ladies so much for your kindness and hospitality

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