Dear Annie

1741 Massachusetts Ave, Cambridge
(617) 571-1885

Recent Reviews

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Shelby Benham

Wonderful wine and good vibe. Food is ordered at the counter but service is fast and food is delicious. The onion dip is delicious!

Atmosphere: 5

Food: 5

Service: 5

Molly G

I’ve never been here before but it looked like a cute casual place for a drink and snack. I don’t mind counter service, but the cashier acted like I was inconveniencing her by being there and asking questions. Every question I had she looked at me with disgust and didn’t answer… until I asked in a different way. I just wanted to know what was in the sea dog because I don’t eat shellfish, I was told in a condescending way several times that it was “a sea dog” until I got an answer on ingredients. And is the orange wine good? The woman at the counter doesn’t know, all I got was a dirty look in response.

The pros: the popcorn and the grilled cheese were tasty. And they turned the AC on when I commented on the heat.

It was so strange that there’s a 23% service charge and I’m getting myself plates and utensils? That’s the bare minimum I expect at a restaurant when I’m tipping. Upon leaving we wondered if we needed to bus our own dishes, because that’s what you’d expect when you order at the counter and set your own table. I didn’t see a station to do so.

This place is pretentious and overpriced. I came to google to see that all of my experiences were validated, and other customers had the same experience. I’m unimpressed at the owners unprofessional response to a lot of these reviews, essentially threatening to dox a lot of unhappy customers.

Atmosphere: 1

Food: 1

Service: 1

Megan Rausch

Dear Annie is a STAPLE. This was the first place I came when I moved here 3 years ago. I immediately felt at home. Now whenever people need a recommendation I was always suggest Dear Annie. The wine, aesthetic, people... top notch.

Atmosphere: 5

Food: 5

Service: 5

Konstantin H

Great wine, great people.

Atmosphere: 5

Food: 5

Service: 5

Audrey Dalton

Delicious natural wine!

Atmosphere: 5

Food: 5

Service: 5

Bridget Kiley

We love Dear Annie! The wine selection is amazing, we’ve never had a bad bite or sip. Shoutout to the onion dip and potato chips that we get every time. We’ve even hosted a private event here (the dear Annie staff was amazing) - it was our favorite gathering to date

Atmosphere: 5

Food: 5

Service: 5

Amy Larson

come for the delicious wine, stay for the music, vibes and food. then come back for the wine and bring friends. repeat. again and again, Dear Annie delights!!!

Atmosphere: 5

Food: 5

Service: 5

Josh Cole

Hands-down one of the best wine bars in the Boston area. Incredible natural wine selection, super knowledgeable and friendly staff who won’t make you feel silly for asking questions, and the food (those tomato biscuits!!) is next-level delicious. Warm, cozy, and welcoming. Exactly the kind of neighborhood spot every city needs more of.

Atmosphere: 5

Food: 5

Service: 5

William Nelligan

Fantastic drink (and food!), expert staff, and a fun, unique, welcoming atmosphere. Highly recommend for anytime you need to leave the house.

Atmosphere: 1

Food: 1

Service: 1

jenny ross

Super creative, warm, welcoming, delicious! Absolute favorite.

Atmosphere: 5

Food: 5

Service: 5

Jes Maxfield

My favorite local! Fab wine selection, immaculate vibes and welcoming place to be. The communal table and nooks are (especially in the evenings) such a cozy spot, perfect for an intimate date or catch up with good friends. The owner and staff are very involved and invested in the community which is a refreshing and needed change.

Go and order a refreshing glass of bubbles, onion dips and chips (trust me) and anything else on their rotating menu and you’ll have the best night out you’ve had in a while. We love you, Dear Annie!!

Atmosphere: 5

Food: 5

Service: 5

Iskra Alexieva

This place is fantastic. Thank you for bringing joy to the community

Atmosphere: 5

Food: 5

Service: 5

Charlotte Brown

Dear Annie is a rare gem. One of those perfect places that you can enjoy just as much solo as with a group of friends. The vibes are immaculate, the drinks are always divine, and the staff will never let you down. If you’ve been meaning to check them out, this is your sign to do so now.

Atmosphere: 5

Food: 5

Service: 5

Timothy Chagnon

This place is the best. Super cute. Fabulous wine list. Super approachable for all price ranges. Extremely knowledgeable staff. I’d love to give it nine stars to make up for any one star review from people who prefer hotdogs.

Atmosphere: 5

Food: 5

Service: 5

Samantha Lewis

Dear Annie is my favorite wine bar in the area! Great selection, friendly service, and the cutest atmosphere.

Atmosphere: 5

Food: 5

Service: 5

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