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The Upper Crust of Middleburg

Certificate of Excellence
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2 N. Pendleton Street, Middleburg, VA 20117
+1 540-687-5666
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60 Reviews from our TripAdvisor Community

Traveller rating
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Time of year
Showing 60: English reviews
Kibworth Beauchamp, United Kingdom
Level Contributor
27 reviews
22 restaurant reviews
common_n_restaurant_reviews_1bd8 6 helpful votes
5 of 5 bubbles Reviewed 5 December 2016

Been here several times with the same outcome...wonderful baked goods and sandwiches. It can get busy and you may have to wait a little bit for your turn at the register or for your order. It's a tiny place with a home made atmosphere. Items aren't cheap but they are fresh and made on the spot. Mutton buttons are to... More 

Thank rustard s
Bel Air, Maryland
Level Contributor
32 reviews
22 restaurant reviews
common_n_restaurant_reviews_1bd8 5 helpful votes
4 of 5 bubbles Reviewed 26 October 2016

We stopped by here for a sandwich. We both got great sandwiches and left with lots of cookies. I wish I could have tried all the different cookies and desserts.

Thank Heather W
Level Contributor
112 reviews
80 restaurant reviews
common_n_restaurant_reviews_1bd8 66 helpful votes
2 of 5 bubbles Reviewed 31 August 2016 via mobile

Im not too familiar with this place , have been a few times. As I was walking in I got an emergency call from a relative telling me about a crisis in the family. I ordered my cookies but the girl at the counter very loudly pointed to a tiny sign on the right side of the bakery NO CELL... More 

Thank Coccindy
Fulton, Maryland
Level Contributor
227 reviews
110 restaurant reviews
common_n_restaurant_reviews_1bd8 84 helpful votes
3 of 5 bubbles Reviewed 27 August 2016

I saw the good reviews on Tripadvisor and decided to stop by. This is located in a former home. They offer more than cookies and baked goods. They have sandwiches and soups. Since I had just eaten, I opted for some cookies which were good but I did not think they lived up to the hype.

Thank inthewind2010
Annandale, Virginia
Level Contributor
24 reviews
14 restaurant reviews
common_n_restaurant_reviews_1bd8 11 helpful votes
5 of 5 bubbles Reviewed 2 August 2016

Get the delicious, chewy yet crispy and highly addictive Cowpuddle cookies. You won't ever stop at just one. Their pies have always been a hit in our family!

Thank TZfest
Level Contributor
7 reviews
7 restaurant reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
2 of 5 bubbles Reviewed 27 July 2016 via mobile

This place is probably a nice local place for the locals to come in and get spall pastries or cakes not a lot of options for breakfast very limited donuts and cinnamon rolls staff had a hard time smiling.

Thank Glenn D
1 review
5 of 5 bubbles Reviewed 28 June 2016

I tasted cow puddle cookie twenty five years ago while in Middleburg shopping at the tack store. I now live in Florida, and I return for those cookies whenever I am visit family in DC and Winchester, Va. The cow puddles remain my absolute favorite cookies. The "All that Jazz" pie was the best berry pie I've tasted. If I... More 

Thank Carol W
Greensboro, North Carolina
Level Contributor
42 reviews
20 restaurant reviews
common_n_restaurant_reviews_1bd8 10 helpful votes
5 of 5 bubbles Reviewed 18 May 2016 via mobile

We ordered chicken salad sandwiches and a ham and cheese melted in a croissant and enjoyed this outstanding picnic lunch on the grounds of the nearby Sky Meadow State Park! Wonderful view of the countryside and outstanding sandwiches!

Thank nevergiveupnc336
Level Contributor
13 reviews
12 restaurant reviews
common_n_restaurant_reviews_1bd8 12 helpful votes
5 of 5 bubbles Reviewed 7 May 2016

Some of the best pie I have ever had (and I've had some good ones). Their Jingleberry pie (apple, rhubarb and berries) is delicious -sweet and tart at the same time. Raspberry bars are very good. Cookies are always good.

Thank jn_sunflower
Barcelona, Spain
Level Contributor
57 reviews
41 restaurant reviews
common_n_restaurant_reviews_1bd8 19 helpful votes
5 of 5 bubbles Reviewed 7 May 2016

It is an amazing quality cookies local bakery definitely worth a stop if visiting middleburg. nice and relaxed environment

Thank Ana G

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Restaurant Details

Rating summary
  • Food
    4 of 5 bubbles
    4 of 5 bubbles
  • Value
    4 of 5 bubbles
    3.5 of 5 bubbles
American, Cafe
Breakfast, Lunch
Restaurant features
Takeout, Seating, Outdoor Seating
Good for
Cheap Eats, Child-friendly
Location and Contact Information
  • Address: 2 N. Pendleton Street, Middleburg, VA 20117
  • Location: United States  >  Virginia (VA)  >  Loudoun County  >  Middleburg
  • Phone Number: +1 540-687-5666

Questions & Answers

Questions? Get answers from The Upper Crust of Middleburg staff and past visitors.
Posting guidelines
Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?