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Owning a Bed and Breakfast in Brattleboro, Vermont is so much fun.  One of the questions we are often asked by our guests is “why did you choose Brattleboro?”   So here is a quick list (in no particular order) of reasons why Brattleboro, Vermont is an awesome place to stay, play and live.

  1. Great downtown – stroll through our active downtown with all of its big city amenities
  2. Live theater – 3 Theaters for live performances downtown (Hooker Dunham Theater, Latchis Theater, New England Youth Theater)
  3. Caffeine – 3 Independent Coffee Shops (Mocha Joe’s, Coffee Country & Cafe Lotus)
  4. Food – 30+ Restaurants to choose from
  5. Pizza – 8 Pizza Shops (what can I say we like pizza around here)
  6. Sushi – 3 restaurants to get great Sushi
  7. Brattleboro Museum and Art Center
  8. Martinis – on the deck at Alici’s Bistro in the summer
  9. Vermont Jazz Center
  10. Galleries – Gallery in the Woods, Artisan Design, Gallery 215, Artist Loft Gallery…just to name a few
  11. Architecture – Beautiful historic architecture
  12. Beer – McNeil’s Brewery in the historic fire house
  13. More beer – 40 Tap Handles at Flat Street Pub
  14. Cheap beer – $2.75 Draft Beer on the Fridays on the roof top deck at the Riverview Cafe in the summer
  15. Movies – Check out the Art Deco Latchis Movie Theater
  16. Only a 2 hour drive from Boston, MA
  17. Only a 3 hour drive from New York City, NY
  18. Only a 5 hour drive from Philadelphia, PA
  19. The Vermonter - Amtrak service from Washington D.C., Philadelphia and NYC to Brattleboro Vermont!
  20. Small town – only 12,000 residents
  21. How Tom at Peter Haven\’s Restaurant met me once and remembered my name 2 years later
  22. Countless Boutiques – Beadnicks, Altiplano, Blue Moose, Knit or Dye, Distinctive Decor…just to name a few
  23. So many books – 5 Book stores downtown (Baskets Paperbacks, Book Cellar, Brattleboro Books, Everyone’s Books, & Mystery on Main)
  24. Community Appreciation Day – free lunch served by the Brattleboro Savings and Loan
  25. Brattleboro Food Coop – local and fresh food!
  26. The Hospital – yes, best experience I ever had at a hospital (kind, courteous and only waited 5 minutes to be seen)
  27. Our Local Butcher Shop – North End Butchers
  28. Gallery Walk – 1st Friday of every month – over 40 galleries, shops and restaurants displaying local art
  29. Local newspaper daily – all the news I need in the Brattleboro Reformer
  30. Drive in Movies -  Northfield drive-in theater
  31. Wantastiquet – great hike with an odd name
  32. Chesterfield Gorge
  33. The Retreat Trails – hike them right from our backyard
  34. Mount Monadock - sure it’s not in Brattleboro, but it’s close and awesome
  35. Picking Berries – love Dutton Farm
  36. Road Biking along the West River
  37. Strolling of the Heifers (ever seen cows strolling down main street before, well see it here)
  38. Spofford Lake
  39. Mountain Biking
  40. Tubing down the West River
  41. Swimming holes on the West River
  42. Kayaking on the Connecticut River
  43. Hogle Wildlife Sanctuary
  44. Canoeing in the Retreat Meadows
  45. The Treasured Tree Tour – including our enormous Japanese Maple Tree – you have to see it to believe it!
  46. Golfing at the Brattleboro Country Club
  47. Hogback Mountain Scenic Overlook
  48. Fishing
  49. Fall Foliage
  50. Corn Mazes – including the Gaines Farms’ giant cow
  51. It’s haunted… The Spooky Side of Brattleboro (Madame Sharri\’s Castle and the Retreat Tower)
  52. Shelburne Falls – Pot Holes and Bridge of Flowers
  53. Picking Apples  – love Scott Farm
  54. Cider – Donuts & Fresh Apple Cider from Green Mountain Orchards
  55. Snow
  56. Ski Jumping – Harris Hill Ski Jump
  57. Ice Fishing on the Retreat Meadows (I love watching them from our 2nd Floor Sun Porch, like a Norman Rockwell painting)
  58. Snow Shoeing
  59. Cross Country Skiing at the Brattleboro Country Club
  60. Down Hill Skiing at Mount Snow (just a short 20 minute drive)
  61. Diversity
  62. The Circus is always in town at the Nimble Arts Circus School
  63. School for International Training
  64. Protests – who doesn’t dig a good peaceful protest
  65. The smelly hippies
  66. Bartering – check out Boomerang, Turn it Up, and other shops
  67. Vermont Fresh Network – restaurants, growers and producers working together
  68. Free Wi-Fi – not just at our inn, but throughout downtown!
  69. A Bush and Cheney free zone
  70. First Home Depot in the US to close – citing local competition-Brown & Roberts Hardware rules!
  71. Supporting local businesses
  72. Keeping Walmart out
  73. Sustainability – Check out the store called Save the Corporations From Themselves
  74. Easy to be Gluten Free
  75. Easy to be a Vegetarian
  76. Easy to be a Vegan
  77. Cheese – Grafton Cheese Company (watch them make cheese, visit their country store or pet the animals at the farm)
  78. Weddings – in the apple orchards at Scott Farm
  79. Sugaring – see them make the Maple Syrup at Harlow’s Sugar House
  80. Candy – Tom and Sally\’s Handmade Chocolates (unfortunately they have moved, but check out the Vermont Shop for some great local candy)
  81. The Brattleboro area Farmer\’s Market (year round)
  82. Thai food – Anon’s Thia food at the Farmer’s Market and Thai Bamboo – both rock
  83. The Awesome 80′s hour on WTSA 96.7 FM (while I iron the sheets)
  84. Walking our dog and feeding the ducks in the Retreat Meadow (one for them, one for her)
  85. 175 years of history at the Brattleboro Retreat
  86. Antiquing on Route 30
  87. Irish Sessions on Wednesday nights at JD McCliment’s Pub in nearby Putney
  88. Live music at the Weathervane
  89. Summer Concerts in the Park
  90. Brattstock – local music festival in August
  91. Renew Building Supply – plenty of reclaimed parts for your (and our) old house
  92. Sam’s Outdoor Outfitters  – the biggest little store you have ever seen!
  93. Chelsea Royal Diner – try their ice cream
  94. Wine – great local shops (Windham Wines) and producers (Honora)
  95. Basketville
  96. Our Downtown Waterfall – how many towns have one of those!
  97. Fish Market
  98. Festivals (Keene Pumpkin Festival, Marlboro Music Festival, Yellow Barn Music Festival, Dummerston Apple Festival, Newfane Heritage Festival, Brattleboro Literary Festival…just to name a few)
  99. Newfane Flea Market
  100. Covered bridges
  101. And of course, Forty Putney Road Bed and Breakfast!

Did we miss anything?  What are your favorite Brattleboro things?  Please share your favorites in the comments!


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12 Comments → “ 100 Reasons to Stay, Play and Live in Brattleboro, Vermont ”

  1. Reason to love Brattleboro Vermont No.19: The Vermonter – Amtrak service from D.C., Philly & NYC – http://bit.ly/Rtwww #VT #train #travel

  2. RT @innkeepers: Reason to love Brattleboro Vermont No.19. The Vermonter – Amtrak service from D.C., Philly &NYC – http://bit.ly/Rtwww #vt

  3. [...] This post was mentioned on Twitter by Patrick O. and Tim and Amy Brady, Tim and Amy Brady. Tim and Amy Brady said: Reason to love Brattleboro Vermont No.19: The Vermonter – Amtrak service from D.C., Philly & NYC – http://bit.ly/Rtwww #VT #train #travel [...]

  4. Reason to love Brattleboro Vermont No.28: Gallery Walk – 1st Friday of every month http://bit.ly/Rtwww #VT #free #travel #art


  5. Tori

    2 years ago

    I live in Hinsdale and I have to say I <3 Brattleboro!

  6. Reason to love Brattleboro Vermont No. 73. Sustainability – even a store called Save the Corporations From Themselves! http://bit.ly/Rtwww

  7. Reason to love Brattleboro Vermont No.17: Only a 3 hour drive from New York City http://bit.ly/Rtwww #VT #travel


  8. joanna

    2 years ago

    wow! EVERY one of the 100+1 makes me want to pack now! I grew up in PA and have been living in the south (charlotte nc) for WAY too long. Beginning of a new year causing me to re-evaluate where i wanna be. Brattleboro pops up for different reasons all the time. I teach, direct, act and write for the theatre (shakespeare, children’s theatre…). can i make a living there? You guys made a bold leap. Any thoughts, ideas, or great contact advice you can share would be hugely appreciated!


  9. Tim Brady

    2 years ago

    Really the only advice we have is what we follow – go where the world takes you. We have had several guests over the past few years that have ended up moving to Brattleboro! If you are in a creative field, the great part about this area is being surrounded by other creative people. Plus we are not far from Amherst or Keene, so perhaps the colleges would have an opportunity for you?


  10. Thomas Law

    1 year ago

    Zak Emond lives there. So anyone reading this should stop what they are doing and move there immediatly.

    However, after living in near Brattleboro for a while during my childhood, and then moving away after college, I missed it greatly. My job took me all over New England, but I always missed the little corner of Vermont. I would reccommend this town for anyone. If anyone has questions, they can feel free to ask me. I feel like a small expert on the town in living here for more than 25 years.

    Great website.
    -Thomas Law


  11. Mark

    9 months ago

    You should edit your list, Tom and Sally’s moved to Rhode Island for one. The second, I saw George Bush in downtown Brattleboro last week so it’s no longer a Bush/Cheney free zone.


  12. Tim Brady

    9 months ago

    You’re right, Tom and Sally’s recently moved to Rhode Island. But I think Bush visiting downtown Brattleboro would be something we would have read about in the Times!


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