Wow! Went in on a whim and was absolutely blown away by how good the pie here was! All their treats look great, but I personally loved the peach blueberry pie, something I never tried before and was absolutely perfect!You won’t regret coming into this small neighborhood shop for anything, don’t miss out!
Jun 12 · CameronDrive-By Pies
248A Cypress St, Brookline, MA 02445, USA
Directory information can change. Confirm current hours, prices, products, dietary needs, and custom-order requirements directly with the bakery.

Essential details
- Address
- 248A Cypress St, Brookline, MA 02445, USA
- Phone
- (617) 879-6210
- Website
- Visit official site
- Rating signal
- 4.0 from 110 recorded reviews
Listed operating hours
- Monday8:00 AM – 1:00 PM
- Tuesday8:00 AM – 4:00 PM
- Wednesday8:00 AM – 4:00 PM
- Thursday8:00 AM – 4:00 PM
- Friday8:00 AM – 4:00 PM
- Saturday8:00 AM – 2:00 PM
- SundayClosed
About and visit notes
For residents across Massachusetts, particularly those in the charming town of Brookline, discovering a local spot that consistently delivers quality and warmth is a true delight. Drive-By Pies, nestled at 248A Cypress St, Brookline, MA 02445, USA, is precisely such a place. While its name might suggest a primary focus on pies, this inviting establishment offers far more than just delectable desserts. It has become a beloved neighborhood shop known for its fresh food, excellent coffee, and exceptionally friendly service. This article will provide a clear, engaging, and informative overview of Drive-By Pies, highlighting what makes it a suitable and cherished destination for locals throughout the Bay State.
In the vibrant tapestry of Massachusetts' local businesses, a spot like Drive-By Pies truly shines. It's the kind of place that feels like an extension of your own kitchen, where every visit is met with genuine cheerfulness and attentive service. Beyond the tempting display of pies and treats, the commitment to fresh, satisfying, and well-portioned food is evident in every bite, from their breakfast sandwiches to their classic turkey sandwiches. Customers consistently rave about the quality, noting how "absolutely blown away" they were by the pies, even trying unique combinations like peach blueberry pie that proved to be "absolutely perfect." The seamless experience, from the excellent hot and iced coffees to accommodating special requests like lettuce wraps for sandwiches, speaks volumes about their dedication to customer satisfaction. For residents of Brookline, Newton, Brighton, and beyond, Drive-By Pies isn't just a place to grab a quick bite; it's a small neighborhood shop that embodies culinary excellence and a welcoming community spirit, making it an indispensable part of their daily routines.
Drive-By Pies is conveniently located at 248A Cypress St, Brookline, MA 02445, USA. This address places it within a cozy neighborhood setting in Brookline, making it easily accessible for residents throughout the town and surrounding communities in Massachusetts. Cypress Street is a well-known local thoroughfare, ensuring that the shop is straightforward to find for those familiar with the area.
For those traveling by car, the location within a residential and local business area often means that street parking might be available nearby, though as with any popular local spot, it can vary. It's often easy enough to "drive by" for a quick pick-up, living up to its name. For customers relying on public transportation, Brookline is well-served by the MBTA Green Line, with several stops accessible within reasonable walking distance, connecting the shop to wider areas of Boston and its suburbs. Additionally, local bus routes likely operate in the vicinity, offering further accessibility. The charm of its neighborhood setting contributes to its appeal, making it a comfortable and convenient destination for locals seeking fresh baked goods and cafe fare without venturing into more congested areas. This accessibility ensures that Drive-By Pies remains a true local favorite for the Massachusetts community.
Drive-By Pies offers a delightful and diverse menu that extends well beyond its namesake, providing fresh, satisfying options for various meals and cravings.
- Exceptional Pies: A signature offering with a rotating selection of seasonal and classic pies. Customer favorites include the "absolutely perfect" Peach Blueberry Pie, highlighting their unique and traditional fruit pie craftsmanship.
- Breakfast Sandwiches: Highly praised by customers for being "great" and "satisfying," these are a popular choice for a delicious start to the day.
- Savory Sandwiches: Beyond breakfast, they offer lunch options like a "fresh, satisfying, and well-portioned" Turkey Sandwich. They are also flexible with custom requests, such as swapping bread for large lettuce leaves to accommodate low-carb preferences.
- Baked Treats and Pastries: A wide array of "treats that look great," indicating a selection of muffins, scones, cookies, and other individual baked goods perfect for a sweet indulgence.
- Hot & Iced Coffees: Their coffee program is well-regarded, with both hot and iced coffees described as "very good," making it an excellent stop for a caffeine fix.
- Tea Selection: For non-coffee drinkers, a good selection of teas is available, also receiving positive feedback.
Drive-By Pies distinguishes itself with several key features and highlights that contribute to its charm and popularity among Massachusetts locals.
- Exceptional Pie Quality: The primary highlight is undoubtedly the quality of their pies, which consistently "blow away" customers with their taste and perfection, even for unique flavor combinations.
- Friendly and Attentive Staff: A standout feature is the customer service. The staff are described as "always attentive, cheerful, and just enough helpfulness without being pushy," creating a consistently positive and welcoming experience.
- Small Neighborhood Shop Charm: The cozy, intimate feel of a "small neighborhood shop" contributes significantly to its appeal, fostering a sense of community and personal connection with its patrons.
- Versatile Menu for All Meals: Beyond pies, the availability of satisfying breakfast and lunch options, including sandwiches and coffee, makes it a convenient stop at various times of the day, not just for dessert.
- Fresh, Satisfying & Well-Portioned Food: Customers consistently praise the freshness, satisfying nature, and appropriate portioning of their food items, reflecting a commitment to quality and value.
- Accommodating to Dietary Preferences: The willingness to make simple swaps, like using lettuce leaves instead of bread for sandwiches, demonstrates flexibility and attentiveness to individual customer needs.
- Consistent Quality: Repeated visits from customers, some "at least a half dozen times," underscore the consistent quality of their food and service, building trust and loyalty within the community.
For inquiries, orders, or to learn more about their daily pie specials and menu offerings, please use the following contact information:
Address: 248A Cypress St, Brookline, MA 02445, USA
Phone: (617) 879-6210
It is always recommended to call ahead for specific pie availability, large orders, or to confirm current operating hours to ensure the best possible experience.
In conclusion, Drive-By Pies at 248A Cypress St, Brookline, MA, is an ideal and highly suitable destination for locals across Massachusetts, particularly those in the Brookline area. It's more than just a bakery famous for its "absolutely perfect" pies; it's a cherished neighborhood shop that offers a consistently delightful experience through its fresh, satisfying food, excellent coffee, and, most importantly, its genuinely cheerful and attentive staff. The versatility of its menu, from hearty breakfast sandwiches to accommodating lunch options and, of course, a dazzling array of pies, ensures there's something to satisfy every craving at any time of day. Its cozy, small-shop charm fosters a strong sense of community, making every visit feel personal and welcoming. For residents of Brookline and surrounding towns like Newton and Brighton, choosing Drive-By Pies means supporting a local business that prioritizes quality, customer satisfaction, and a friendly atmosphere, making it an indispensable part of the local culinary landscape.
Services and accessibility
These attributes come from the directory record and should be confirmed when essential.
Service options
- Delivery
- In-store pick-up
- Takeaway
Offerings
- Coffee
Dining options
- Breakfast
Planning
- Quick visit
Payments
- Credit cards
- Debit cards
- NFC mobile payments
- Credit cards
See the bakery
Reviews and recurring themes
Read individual comments as personal experiences, not verified guarantees.
I've stopped here by myself or with my daughter at least a half dozen times. The people are always attentive, cheerful, and just enough helpfulness without being pushy. From the turkey sandwich to the breakfast treats, the food has been fresh, satisfying, and well portioned!The hot & iced coffees are very good, while my daughter goes for the tea - which means that is good, too.Once, when I was avoiding carbs, they swapped large lettuce leaves for the bread for my sandwich. Next time, I'll remember a few pics!Stopped in for a great breakfast sandwich today - and took 3 more photos! Love this spot!!
Jul 15 · Jim MurphyThis place is fantastic. The service is warm and friendly. I couldn't decide between two whole pies, so she (I think the owner, Fran Kolenik, served me) suggested she cut two in half. A kind gesture. The Pear Salted Caramal and Berry pies were so delicious. I live about 90 minutes away, but this will become a MUST whenever I'm in Boston. Highly Recommend
Jun 6 · K8OSpadesAmazing Key Lime Pie. I grew up in Florida and this pie has everything I look for. Just enough tartness to provide a smile and puckered lips without being overpowering, but best of all a full tangible creamy filling. Most Key Lime pies fall short with a light wimpy filling that makes the pie feel like all whip cream. This filling is super smooth, creamy, and tart and the whip cream topper has so much yummy vanilla in it. Surround it in a deep crumbly crust.. and Bravo! I could eat the whole thing!
Sep 2 · Jim RichardsDon't be like us and show up the week before Thanksgiving expecting to get a pie. There were also extending circumstances that affected their pie production. Regardless, we enjoyed their pastries and drinks, as well as their friendly service and would definitely come back.
Nov 17 · Deborah CCompare another bakery nearby
Sorted by geographic proximity from this bakery.









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This page combines directory records, available business details, submitted photos, and visitor feedback. Information may be incomplete or change without notice. For corrections, contact server@heavenlydelightsbakery.com.
