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Best Dog Friendly Restaurants in Littleton, Greater Boston

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4 restaurants available nearby

How are Featured results ranked

A photo of Shy Bird - Fenway restaurant
4.5
Awesome(224)
€€€€
• American • Fenway–Kenmore
Booked 90 times today
Shy Bird is a contemporary American restaurant located in Boston's Fenway neighborhood. Renowned for its delicious rotisserie chicken, guests can choose from half or whole birds. The menu also features a range of salads, sandwiches, and vegetarian options. With a warm and inviting atmosphere, Shy Bird includes a dog-friendly outdoor patio, making it a perfect spot for breakfast, lunch, dinner, or brunch. Come enjoy a meal in a welcoming setting!
A photo of Dovetail - Charlestown restaurant
4.6
Exceptional(272)
€€€
• American • Charlestown
Booked 30 times today
We are a neighborhood restaurant & wine bar located in the heart of the Charlestown Navy Yard. Little sister to Brewer's Fork, we focus on wine, house-made pasta and local seafood. We have a large, dog-friendly seasonal patio located on a tree-lined cobblestone walking street. We are located just off the Freedom Trail, steps away from the U.S.S. Constitution Museum & Boston Harbor Walk.
A photo of Josephine restaurant
4.3
Awesome(530)
€€€€
• Italian • Somerville
Booked 59 times today
An homage to the variety in Italian food with a focus on wood fired pizza...Josephine is the latest concept from James Beard nominated Chef Michael Scelfo of smash hits Alden & Harlow, Waypoint, and The Longfellow Bar. Josephine is a celebration of family and food, focused on Italian favorites and simple pleasures.Josephine features deep dish & thin wood fired pizzas and whimsical riffs on classic Italian foods, all set in a lively space. A massive marble bar with craft cocktails, ice cold martinis on tap, and a huge out door space that's dog friendly with an outdoor bar and fire pit will bring you back again and again.
A photo of Appolo Vineyards restaurant
4.8
Exceptional(9)
€€€€
• Winery • Derry
Booked 7 times today
Recently named 2025 New Hampshire Winery of the Year by the New Hampshire Liquor Commission!The first Winery in NH recognized as a Sustainable Craft Beverage leader.Taste from a menu of 20 wines on #thecrushpad - Our patio nestled in the no spray vineyard in Southern New Hampshire - 35 miles (56km) north of Boston. Explore the vines on this 200 year old farm - free from "cides". In the off season, we have a small indoor space.Bring your dog! Bring some friends!

See what locals rave about

From verified diners like you
From verified diners like you
  • JosephGold
    New York City •12 reviews
    5.0
    Dined 1 day ago
    Sat down and ordered our drinks and appetizer. The bang-bang Brussels sprouts were awesome. The manager came over and said they were missing an ingredient for our drinks so they would cover our first round. We ordered different drinks and our dinners. My wife had the salmon and said it was delicious and I had the half rotisserie chicken with truffle fries and Mac and cheese. Came out quickly and was delicious. Looking forward to going back for breakfast.
    More info
    Shy Bird - Fenway$$$$• American• Fenway–Kenmore
    4.5
  • Vincent
    New York City •9 reviews
    5.0
    Dined 1 day ago
    The watermelon salad, mozzarella sticks, spicy meatball pizza, and angels steak and cheese pizza were amazing. Some of the best pizzas we have ever tried and the watermelon salad was something we would have to order everytime.
    More info
    Josephine$$$$• Italian• Somerville
    4.3
  • Desmond
    Greater Boston •1 review
    5.0
    Dined on 6 Aug 2026
    Always a great dinner out. Nice neighborhood place.
    More info
    Dovetail - Charlestown$$$$• American• Charlestown
    4.6
  • Melissa
    Greater Boston •1 review
    5.0
    Dined on 28 Jun 2026
    We live Apollo! The staff are the nicest, most friendly staff and their wine is my absolute favorite. Highly recommend!
    More info
    Appolo Vineyards$$$$• Winery• Derry
    4.8
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