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The Windsor Diner

3.3 (74 reviews)
Open • 7:00 am - 3:00 pm

The Windsor Diner Photos

THE WINDSOR DINER ATMOSPHERE

What's the vibe?
Casual
Moderate noise
Good for kids
Dogs allowed

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Recommended Reviews - The Windsor Diner

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Entrance - so cute!!
Hannah S.

Had a fantastic experience eating in this historic Worcester Lunch Car No. 835 - one of the last ones to be made!! The diner is clean, food is delicious, and staff warm up quick and are fun to chat to!! But the homemade pie - omg the pie!! I had a huge piece of their cherry pie and it was TO. DIE. FOR!!! Passed by on my way to another town but the sign outside is what caught my eye saying "SUPPORT LOCAL" so you know I had to turn around!! And it was time to eat anyway. I went the whole nine yards for my experience and sat at the counter, bantering with the staff while watching them prepare food - was such a fun lunch!! I ordered their Fish Sandwich lunch special and a cup of chowda- all excellent! The bread on the sandwich was soft and so flavorful with a decent piece of fried fish - perfect ratio of breading to fish. That cherry pie was incredible - homemade with a soft, flaky crust - and the cherry filling was silky and had a perfect tart sweetness!! Topped with some whip cream - it was heaven! Took me 2 days to eat it all lol! The dining car is very cozy and retro fun! There is counter seating as well as booths. And the counter seating overlooks the grill and kitchen so you have built in entertainment! Parking is street parking in a charming little town - great for walking off your food. Will definitely be back next time I'm out that way! Thanks for an awesome lunch!

Coffee!
Scott E.

Was just passing through on my way to Mt. Ascutney. Real diner! Great food, hot coffee, and good prices. Staff can be a little moody, but that is fine by me! The train car is a "must see".

At the windsor diner
Joseph D.

Great service and chatter. Real fresh food not frozen .cooked right in front if you fresh. The owner very personable. Waitress is awesome snd the coffee is the best

Eggs Benedict

Stopped in here this morning. I love the classic old school diner feel. This place was from 1952, and it lived up to it. We sat at the bar area, the waitress was friendly and we got to watch the other employee cook the food. It was 2 woman show. But they did amazing. I went with the eggs Benedict. I never really ordered it before so had to try it here. It was delicious, the home fries were really good too with some ketchup. Definitely stop by if you wanna have some breakfast.

Menu pic
Mike G.

The Windsor Diner is what you'd expect from a traditional diner. The service is fast and friendly. The atmosphere is very traditional. I believe the diner car was built in the 1950s. The portion size is very good. It's always nice to be able to watch your food be cooked in front of you. Always ask if they have their homemade bread when you're they're. It's delicious. I've been here several times and I will continue to go as long as I live in the area. Don't forget to take your coffee to go.

View of Windsor diner in Windsor Vt. Looks like they pulled the sidewalks in. LOL
Bruce H.

Decent diner food. Great old time diner atmosphere. Experience the personal interaction with staff. Ask for Shelly a waitress with attitude in a friendly sarcastic fashion. Food was good I had a late breakfast with the home made hash. My wife had the pepper burger and fresh cut fries. Reasonable prices and good service. No extra charge for Shelly's advice. LOL

Angelisse K.

I love this diner! It has become a home away from home visiting my mom at the nearby Mtn. ASCUTNEY Rehabilitation center. The food is classic and tasty. With many fresh homemade and local option! You certainly can't beat the prices either! The waitresses are so incredibly fun, lighthearted, funny and helpful which makes having one of my meals here daily these past few weeks a true uplifting joy. The town of Windsor has free WI-FI and great cell service so this comforting colorful warm friendly place has become my temporary east coast office landing pad!

Taylor G.

This is a very special place. Vintage rail car, with additional seating in the back as well as large booths. Staff is funny and friendly. Food is great and when it has been underwhelming I let Theresa know and she was happy to fix it. She goes above and beyond for me and others in the community. The staff is friendly and appreciative. They have a great sense of humor as well. Bathrooms are always clean as well as the restaurant as a whole. Big plates, heaping with food, and a laughing good time worth five stars to me. This is an experience. A small town diner with friendly faces you know. If you're looking for a more fancy pretentious place, this isn't for you. Just good comfort food and witty servers.

Waffles with frozen strawberries and deflated cream

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9 years ago

Best place we ate on are trip last week and the owner and waitress were great lots of fun visiting with them.

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10 years ago

Theresa and Shelly make the diner experience fun and filling! A great asset to Windsor and the chicken noodle soup is outstanding! :)

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14 years ago

A great place when looking for a nice old diner feel. With great food accompanied by a blast from the past.

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Nice old diner. But that's it. Quality control a must. Dirty! If owner don't like you your not welcome!!Watch out for the Rats!!

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Maple Sugar & Vermont Spice

Maple Sugar & Vermont Spice

4.4(423 reviews)
29.6 mi
•$$

Another awesome Breakfast at the most popular breakfast place in our area! And it's just down the…read moreroad from us! All their pancakes are amazing, even though with my sodium issue I only get a taste of my husband's. My ole favorites were Pumpkin and their classic Sugar & Spice with the perfect amount of sweetness and spice mix. I wish they would serve saltless grits! That would make this girl happy! I only eat a couple of the potatoes, they are very tasty however salt is used or the rest of you wouldn't be eating them....am I right! Of course, my eggs were cooked perfectly! I keep forgetting you have ice cream! They also have many local theme items for sale and don't forget to not head home with Vermont's local Maple Syrup! If you came in March you will get to see the sap being processed into syrup!

Our usual day trip for pancakes spot is in New Hampshire. Sadly, they are closed on Wednesdays, so…read morewe needed an alternative venue for our pancake and maple syrup tradition. After searching reviews across four states, Maple Sugar & Vermont Spice was clearly at the top of the list. Three hours after leaving the Boston suburbs, we pulled into the parking lot. The scenery was beautiful we were hungry, and we were happy to be promptly seated by our friendly host. Every positive thing you read in the reviews is true. The staff is friendly. The food is plentiful and wonderful. However... we were not seated in the main dining room. We were brought to an auxiliary room on the west side of the building. The most dominant feature of the room was the white interior sloped ceiling, barn-like wood paneling occupying about two-thirds of the horizontal portion of the walls, and a few coffee mugs and small photos resting atop the paneling. There was a small casement window in the center of the southwest wall. This room had all the charm and natural light of a church basement in Indiana. The comparison to the main dining room is stark. The main room has a view of the grill, and is filled with all the syrup and souvenirs they could possibly fit into the space. The main room is as funky and fun as the auxiliary room is sad and depressing. Will we go back to Maple Sugar & Vermont Spice? Absolutely. The food and service was wonderful. However, we would insist on sitting in the main dining room. If you go, you should, too.

Photos
Maple Sugar & Vermont Spice - Downstairs store - so cute.

Downstairs store - so cute.

Maple Sugar & Vermont Spice - Sugar & Spice gluten-free pancakes

Sugar & Spice gluten-free pancakes

Maple Sugar & Vermont Spice - Original sugaring house with lots of history.

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Original sugaring house with lots of history.

The Barn Cafe - Barn club sandwich

The Barn Cafe

4.7(79 reviews)
7.6 mi
•$

I don't even like coffee. Truly. I've tried Dunkin', Starbucks, and plenty of small coffee shops,…read moreand it's always been a hard no for me... until The Barn Cafe. Somehow, they worked actual magic with their iced maple latte (with whipped cream), because I cannot stop ordering it. I don't understand it -- I just accept it. The food and desserts are on another level. Everything tastes incredibly fresh, and you can tell real care goes into the ingredients. The whipped cream alone deserves its own shoutout -- it holds its texture, tastes amazing, and is clearly not the cheap store-bought stuff. Their dessert cups are dangerously good: the chocolate mousse, strawberry trifle, and the raspberry/strawberry cheesecake cup are all to die for. Now let's talk savory food -- because wow. The jalapeño popper bacon melt is unreal. Perfectly cooked bacon, flavorful jalapeños with just the right kick, and everything comes together in the best way. I've also had their mushroom Swiss melt, and I don't even like Swiss cheese... yet here I am thinking about it days later. The atmosphere is cozy and inviting -- usually quiet and relaxing, though it can get a little busy during rush hours (for good reason). Whether you want to sit and enjoy the space or grab something to go, it's always a great experience. On top of all that, the staff are incredibly kind, sweet, and genuinely welcoming. They're always helpful, patient, and very understanding, which makes the experience even better every single time. Bottom line: I go here all the time, I'm consistently blown away, and I will absolutely keep coming back. If you haven't been yet, you're missing out.

Second time in this awesome breakfast and lunch place and they still rate the big 5. Friendly,…read morecasual, fresh ingredients, great service, excellent salads and superb sandwiches. I had the Asian Chicken Salad, great. My hubby had the Chicken Salad and that, too, was superb. They brought our food to our table. The ambiance was also great, casual, friendly, and amicable. A magnificent place to eat.

Photos
The Barn Cafe - The Sandwich Menu

The Sandwich Menu

The Barn Cafe - The barn breakfast sandwich

The barn breakfast sandwich

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The Windsor Diner - diners - Updated October 2026

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