Cuppa Giddy Up

Middleburg, VA · Coffee shop

Rating
4.6/5
★★★★★ 4.6
Reviews
20
Rank in Middleburg
#5
of 22 restaurants
City Percentile
57%
rating percentile
Address
Cuppa Giddy Up, 8 E Washington St, Middleburg, VA 20117
Phone
(540) 687-8122
Status
Closed · Opens 7 AM

Cuppa Giddy Up is a restaurant located in Middleburg, VA. It is one of 22 restaurants listed in Middleburg. Its 4.6-star rating is above the Middleburg city average of 4.4 stars. It ranks #5 among Middleburg restaurants by combined rating and review volume. There are 10 photos associated with this location.

About Cuppa Giddy Up

We are a family owned business. We serve organic fair trade coffee and espresso. We have baked goods and gluten free items.

Hours

Friday7 AM–4 PM

Customer Reviews

★★★★★ 5.0 Kenneth Tangerois3 Maroc · Feb 2026

Several years ago my sister and I stopped at Cuppa Giddy Up in Middleburg, Virginia to enjoy a coffee. It's a charming and relaxing place, and we sat at a table outside. Middleburg is one of my favorite historic towns in the "Hunt Country" of Virginia, where an aunt, uncle and cousin used to live. We later drove by their house and then visited a small cemetery to view graves of relatives. Middleburg has many beautiful homes, equestrian farms and fine shops. Over the years, I have eaten at the nearby Red Fox Inn and Tavern. Cuppa Giddy Up is a small business in an historic red brick building in the quiet downtown. It has a variety of freshly-brewed coffees, plus frappuccinos and smoothies, and delicious pastries, bagels and muffins.

★★★★☆ 4.0 Holistic Travel Guy · Sep 2024

This cute little bakery/cafe has is located in the basement level just a few steps down from the Main Street in Middleburg. There’s a small selection of locally baked treats and drinks including coffee, cappuccino, etc. Prices are comparable to other bakeries in northern Virginia.

★★★★★ 5.0 L. Lewis · Mar 2025

Delightful experience and a must-do. It's like taking a mini vacation. You step into a historic building complete with beamed ceilings and brick floors, and come out with the most delicious coffee you've ever had. They create unique coffee concoctions, and their whipped cream is so good that you could eat it for dessert (and people do). The pastries are always perfectly fresh. The owners are kindhearted people who are an important part of the community. Can't say enough about this wonderful place. Bring your dog, step in for an indulgent coffee, and sip it while you stroll around the beautiful streets of Middleburg.

★★★★★ 5.0 Jeremy Lucier · Nov 2018

They brew a yummy cup of coffee! They have specialty drinks listed on top of the glass counter, and I wasn't disappointed by any of them. I highly recommend visiting, just know there's very little seating. They're also in the basement, so don't try the upstairs ;)

★★★★★ 5.0 Vin “Vince” 0000 · Oct 2022

From the main street, its hidden by being below ground level. A small flight of stairs but well worth a visit. The barista is friendly and there are plenty of coffee and pastry options for all patrons passing through.

Accessibility & Amenities

✓ Wheelchair Accessible Entrance ✓ Wheelchair Accessible Seating

Services

Coffee shop

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This listing is informational. Contact the business directly to verify credentials, services, and availability.