Jasmine J.
11/25/2025
Dear Annie always caught my eye on the street, and I was finally able to make a reservation for a girls night. Such a cute and cozy wine lounge that was busy even on a Tuesday night. Their wine...
Dear Annie
$$
Closed
(73)
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1741 Massachusetts Ave
Cambridge, MA 02140
They say that Dear Annie, nestled in the heart of Cambridge, MA, is not just a wine bar—it's a sanctuary for wine enthusiasts. Picture this: an intimate setting with cozy seating, soft lighting, and a carefully curated selection of wines from around the world. As you step inside, the aroma of aged oak barrels and freshly uncorked bottles fills the air, inviting you to unwind and savor every sip.
At Dear Annie, every glass tells a story. From crisp whites to bold reds, their diverse wine list caters to both seasoned connoisseurs and curious beginners. The knowledgeable staff are always ready to guide you through the menu, helping you discover new favorites and hidden gems. Whether you're looking for a quiet spot to enjoy a glass after work or planning a special night out, Dear Annie promises an unforgettable wine experience that will leave you coming back for more.
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Reviews
3.073 reviews
Brendon W.
9/7/2025
This place is so cute and chic! I went here with 2 friends and sat inside. There is a vast amount of different wines to choose from and the service is great and they are able to describe all of...
Rahul R.
6/26/2025
Dear Annie is a fine natural wine bar with a cozy ambiance, though I do understand where several of the past reviews come from. As a disclaimer, we (party of 2) did not order any food while we...
Angela D.
8/29/2025
I really enjoy Dear Annie. I've come twice and both times sat outside which is a lovely little patio on the sidewalk. Very casual while still feeling proper tidy - their wine selection is unique...
Leah T.
11/25/2025
The coziest spot to have a glass of wine on a cold day. Such a pleasant experience, I can't understand why it has such low ratings. Would happily go again!
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