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  1. You could save 10% or more right now

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  2. Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel

    Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel

    Brattleboro
    Breakfast included
    Pool
    Fully refundable
    Reserve now, pay later
    4.3/5Excellent(805 reviews)
    4.3 out of 5 Excellent (805 reviews)
    We have 4 left at
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  3. The Brattleboro

    The Brattleboro

    West Brattleboro
    Breakfast included
    Pool
    Hot tub
    Fully refundable
    Reserve now, pay later
    modMember Discount available
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  4. Days Inn by Wyndham Keene NH

    Days Inn by Wyndham Keene NH

    13.68 mi from Brattleboro
    Breakfast included
    Fully refundable
    Reserve now, pay later
    3.7/5Good(713 reviews)
    3.7 out of 5 Good (713 reviews)
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  5. Holiday Inn Express Keene, an IHG Hotel

    Holiday Inn Express Keene, an IHG Hotel

    14.15 mi from Brattleboro
    Breakfast included
    Pool
    Fully refundable
    Reserve now, pay later
    4.1/5Very Good(599 reviews)
    4.1 out of 5 Very Good (599 reviews)
    We have 4 left at
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  6. Hampton Inn & Suites Keene

    Hampton Inn & Suites Keene

    14.19 mi from Brattleboro
    Pool
    4.1/5Very Good(9 reviews)
    4.1 out of 5 Very Good (9 reviews)
    We have 3 left at
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  7. Best Western Plus Keene Hotel

    Best Western Plus Keene Hotel

    14.2 mi from Brattleboro
    Breakfast included
    Pool
    Fully refundable
    Reserve now, pay later
    4.0/5Very Good(1,000 reviews)
    4.0 out of 5 Very Good (1,000 reviews)
    We have 1 left at
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  8. Courtyard by Marriott Keene Downtown

    Courtyard by Marriott Keene Downtown

    15.31 mi from Brattleboro
    Pool
    4.3/5Excellent(709 reviews)
    4.3 out of 5 Excellent (709 reviews)
    We have 5 left at
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  9. OUTDOOR RETREAT

    OUTDOOR RETREAT

    Entire home
    Sleeps 5, 3 bedrooms, 2 bathrooms
    Wilmington, 17.15 mi from Brattleboro
    Kitchen
    Washer and dryer
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  10. Vantage Point Villas at Stratton Mountain Resort

    Vantage Point Villas at Stratton Mountain Resort

    24.94 mi from Brattleboro
    4.2/5Very Good(44 reviews)
    4.2 out of 5 Very Good (44 reviews)
    We have 3 left at
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  11. Long Trail House at Stratton Mountain Resort

    Long Trail House at Stratton Mountain Resort

    25.18 mi from Brattleboro
    Pool
    Kitchen
    4.1/5Very Good(52 reviews)
    4.1 out of 5 Very Good (52 reviews)
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  12. The Black Bear Lodge at Stratton Mountain Resort

    The Black Bear Lodge at Stratton Mountain Resort

    25.23 mi from Brattleboro
    Breakfast included
    Fully refundable
    Reserve now, pay later
    3.6/5Good(698 reviews)
    3.6 out of 5 Good (698 reviews)
    We have 3 left at
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  13. Trailside Condo at Magic Mountain - Ski In/Ski Out

    Trailside Condo at Magic Mountain - Ski In/Ski Out

    Entire apartment
    Sleeps 6, 1 bedroom, 1 bathroom
    26.39 mi from Brattleboro
    Kitchen
    4.7/5Exceptional(3 reviews)
    4.7 out of 5 Exceptional (3 reviews)
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  14. Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton

    Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton

    Entire home
    Sleeps 8, 3 bedrooms, 2 bathrooms
    26.53 mi from Brattleboro
    Kitchen
    Washer and dryer
    4.9/5Exceptional(15 reviews)
    4.9 out of 5 Exceptional (15 reviews)
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  15. Totally wholesome loved apt, walk to MassMoca

    Totally wholesome loved apt, walk to MassMoca

    Entire apartment
    Sleeps 5, 2 bedrooms, 1 bathroom
    29.78 mi from Brattleboro
    Kitchen
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  16. Mt top chalet private with views, walk to city center. Cozy w/ hardwood floors

    Mt top chalet private with views, walk to city center. Cozy w/ hardwood floors

    Entire home
    Sleeps 12, 4 bedrooms, 4 bathrooms
    30.27 mi from Brattleboro
    Kitchen
    Washer and dryer
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  17. We don't have these properties available for your dates

  18. The Covered Bridge Inn

    The Covered Bridge Inn

    Brattleboro
    Breakfast included
    Oct 15 - Oct 16
    4.2/5Very Good(620 reviews)
    4.2 out of 5 Very Good (620 reviews)
    We are sold out
    More information about The Covered Bridge Inn, opens in a new tab
  19. Colonial Motel And Spa

    Colonial Motel And Spa

    Brattleboro
    Breakfast included
    Pool
    Hot tub
    Oct 15 - Oct 16
    3.6/5Good(1,003 reviews)
    3.6 out of 5 Good (1,003 reviews)
    We are sold out
    More information about Colonial Motel And Spa, opens in a new tab
  20. Comfort Inn & Suites Brattleboro I-91

    Comfort Inn & Suites Brattleboro I-91

    Brattleboro
    Breakfast included
    Pool
    Oct 15 - Oct 16
    This property requires you to stay at least 2 nights. Try adding more nights.
    4.2/5Very Good(363 reviews)
    4.2 out of 5 Very Good (363 reviews)
    Unavailable
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  21. Travelodge by Wyndham Brattleboro VT

    Travelodge by Wyndham Brattleboro VT

    Brattleboro
    Oct 15 - Oct 16
    3.0/5(554 reviews)
    3.0 out of 5 (554 reviews)
    We are sold out
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  22. Black Mountain Inn

    Black Mountain Inn

    Brattleboro
    Breakfast included
    Pool
    Oct 15 - Oct 16
    3.4/5(316 reviews)
    3.4 out of 5 (316 reviews)
    We are sold out
    More information about Black Mountain Inn, opens in a new tab
  23. Hampton Inn Brattleboro

    Hampton Inn Brattleboro

    Brattleboro
    Breakfast included
    Pool
    Hot tub
    Oct 15 - Oct 16
    4.2/5Very Good(722 reviews)
    4.2 out of 5 Very Good (722 reviews)
    We are sold out
    More information about Hampton Inn Brattleboro, opens in a new tab
  24. The Inn at Kampfires

    The Inn at Kampfires

    Entire home
    Brattleboro
    Pool
    Kitchen
    Oct 15 - Oct 16
    This property requires you to stay at least 2 nights. Try adding more nights.
    4.6/5Wonderful(40 reviews)
    4.6 out of 5 Wonderful (40 reviews)
    Unavailable
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  25. Colonel Williams Inn

    Colonel Williams Inn

    Marlboro
    Breakfast included
    Pool
    Oct 15 - Oct 16
    4.7/5Exceptional(161 reviews)
    4.7 out of 5 Exceptional (161 reviews)
    We are sold out
    More information about Colonel Williams Inn, opens in a new tab
  26. Econo Lodge Brattleboro

    Econo Lodge Brattleboro

    Brattleboro
    Breakfast included
    Pool
    Oct 15 - Oct 16
    3.0/5(481 reviews)
    3.0 out of 5 (481 reviews)
    We are sold out
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  27. Dalem's Chalet

    Dalem's Chalet

    West Brattleboro
    Pool
    Oct 15 - Oct 16
    2.9/5(47 reviews)
    2.9 out of 5 (47 reviews)
    We are sold out
    More information about Dalem's Chalet, opens in a new tab
  28. The One Cat B&B

    The One Cat B&B

    Brattleboro
    Breakfast included
    Oct 15 - Oct 16
    4.9/5Exceptional(41 reviews)
    4.9 out of 5 Exceptional (41 reviews)
    We are sold out
    More information about The One Cat B&B, opens in a new tab
  29. Quality Inn & Conference Center

    Quality Inn & Conference Center

    Brattleboro
    Breakfast included
    Pool
    Oct 15 - Oct 16
    3.1/5(881 reviews)
    3.1 out of 5 (881 reviews)
    We are sold out
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  30. Latchis Hotel

    Latchis Hotel

    Brattleboro
    Oct 15 - Oct 16
    We are sold out
    More information about Latchis Hotel, opens in a new tab
  31. Inn on Putney Road

    Inn on Putney Road

    Brattleboro
    Breakfast included
    Pool
    Oct 15 - Oct 16
    This property requires you to stay at least 2 nights. Try adding more nights.
    4.8/5Exceptional(31 reviews)
    4.8 out of 5 Exceptional (31 reviews)
    Unavailable
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  32. Jabulani Luxury Rural Stay

    Jabulani Luxury Rural Stay

    Entire home
    Sleeps 9, 3 bedrooms, 3 bathrooms
    Guilford
    Washer and dryer
    Oct 15 - Oct 16
    4.9/5Exceptional(7 reviews)
    4.9 out of 5 Exceptional (7 reviews)
    We are sold out
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  33. Comfortable Brattleboro Home, Quiet Neighborhood, Centrally Located,

    Comfortable Brattleboro Home, Quiet Neighborhood, Centrally Located,

    Entire home
    Sleeps 8, 3 bedrooms, 2 bathrooms
    Brattleboro
    Pool
    Kitchen
    Washer and dryer
    Oct 15 - Oct 16
    We are sold out
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  34. 200 y.o. Farmhouse secluded in its own valley with 2 ponds

    200 y.o. Farmhouse secluded in its own valley with 2 ponds

    Guilford
    Oct 15 - Oct 16
    5.0/5Exceptional(1 review)
    5.0 out of 5 Exceptional (1 review)
    We are sold out
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  35. Quiet, Unique Home, Perfect for Nature Enthusiasts

    Quiet, Unique Home, Perfect for Nature Enthusiasts

    Entire home
    Sleeps 9, 4 bedrooms, 2 bathrooms
    Marlboro
    Washer and dryer
    Oct 15 - Oct 16
    5.0/5Exceptional(3 reviews)
    5.0 out of 5 Exceptional (3 reviews)
    We are sold out
    More information about Quiet, Unique Home, Perfect for Nature Enthusiasts, opens in a new tab
  36. Marlboro, Vermont Ski House - discount offered

    Marlboro, Vermont Ski House - discount offered

    Entire home
    Sleeps 10, 5 bedrooms, 4 bathrooms
    Marlboro
    Kitchen
    Washer and dryer
    Oct 15 - Oct 16
    5.0/5Exceptional(3 reviews)
    5.0 out of 5 Exceptional (3 reviews)
    We are sold out
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  37. Garden View In-Town Retreat w/ Trail Access

    Garden View In-Town Retreat w/ Trail Access

    Entire home
    Sleeps 3, 1 bedroom, 1 bathroom
    Brattleboro
    Kitchen
    Oct 15 - Oct 16
    5.0/5Exceptional(2 reviews)
    5.0 out of 5 Exceptional (2 reviews)
    We are sold out
    More information about Garden View In-Town Retreat w/ Trail Access, opens in a new tab
  38. Spacious Modern House, Beautiful Deck/Patio Overlooking Golf Course & Mountains

    Spacious Modern House, Beautiful Deck/Patio Overlooking Golf Course & Mountains

    Entire home
    Sleeps 8, 4 bedrooms, 4 bathrooms
    Brattleboro
    Kitchen
    Washer and dryer
    Oct 15 - Oct 16
    5.0/5Exceptional(1 review)
    5.0 out of 5 Exceptional (1 review)
    We are sold out
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  39. Studio Close to Downtown w/ Trail Access

    Studio Close to Downtown w/ Trail Access

    Entire apartment
    Sleeps 3, 1 bedroom, 1 bathroom
    Brattleboro
    Kitchen
    Oct 15 - Oct 16
    We are sold out
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  40. Riverside Hotel, Ascend Hotel Collection

    Riverside Hotel, Ascend Hotel Collection

    West Chesterfield, 2.22 mi from Brattleboro
    Oct 15 - Oct 16
    4.7/5Exceptional(403 reviews)
    4.7 out of 5 Exceptional (403 reviews)
    We are sold out
    More information about Riverside Hotel, Ascend Hotel Collection, opens in a new tab
  41. The Putney Inn

    The Putney Inn

    Putney, 7.97 mi from Brattleboro
    Breakfast included
    Oct 15 - Oct 16
    4.0/5Very Good(608 reviews)
    4.0 out of 5 Very Good (608 reviews)
    We are sold out
    More information about The Putney Inn, opens in a new tab
  42. Red Roof Inn PLUS+ South Deerfield - Amherst

    Red Roof Inn PLUS+ South Deerfield - Amherst

    26.4 mi from Brattleboro
    Pool
    Oct 15 - Oct 16
    3.8/5Good(998 reviews)
    3.8 out of 5 Good (998 reviews)
    We are sold out
    More information about Red Roof Inn PLUS+ South Deerfield - Amherst, opens in a new tab
  43. The Lodge at Mount Snow

    The Lodge at Mount Snow

    West Dover, 18.38 mi from Brattleboro
    Breakfast included
    Pool
    Oct 15 - Oct 16
    This property requires you to stay at least 2 nights. Try adding more nights.
    4.0/5Very Good(351 reviews)
    4.0 out of 5 Very Good (351 reviews)
    Unavailable
    More information about The Lodge at Mount Snow, opens in a new tab
  44. The Lodge at West River

    The Lodge at West River

    Newfane, 12.39 mi from Brattleboro
    Breakfast included
    Oct 15 - Oct 16
    This property requires you to stay at least 2 nights. Try adding more nights.
    4.7/5Exceptional(126 reviews)
    4.7 out of 5 Exceptional (126 reviews)
    Unavailable
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  45. Kitzhof Inn

    Kitzhof Inn

    West Dover, 17.95 mi from Brattleboro
    Breakfast included
    Pool
    Oct 15 - Oct 16
    This property requires you to stay at least 2 nights. Try adding more nights.
    4.5/5Wonderful(121 reviews)
    4.5 out of 5 Wonderful (121 reviews)
    Unavailable
    More information about Kitzhof Inn, opens in a new tab
  46. Mountaineer Inn

    Mountaineer Inn

    West Dover, 18.4 mi from Brattleboro
    Pool
    Oct 15 - Oct 16
    5.0/5Exceptional(12 reviews)
    5.0 out of 5 Exceptional (12 reviews)
    We are sold out
    More information about Mountaineer Inn, opens in a new tab
  47. Days Inn by Wyndham Greenfield

    Days Inn by Wyndham Greenfield

    18.64 mi from Brattleboro
    Breakfast included
    Oct 15 - Oct 16
    3.1/5(693 reviews)
    3.1 out of 5 (693 reviews)
    We are sold out
    More information about Days Inn by Wyndham Greenfield, opens in a new tab
  48. Mount Snow Grand Summit Resort

    Mount Snow Grand Summit Resort

    West Dover, 18.74 mi from Brattleboro
    Pool
    Oct 15 - Oct 16
    This property requires you to stay at least 2 nights. Try adding more nights.
    4.3/5Excellent(56 reviews)
    4.3 out of 5 Excellent (56 reviews)
    Unavailable
    More information about Mount Snow Grand Summit Resort, opens in a new tab
  49. The Autumn Inn

    The Autumn Inn

    31.5 mi from Brattleboro
    Oct 15 - Oct 16
    3.7/5Good(332 reviews)
    3.7 out of 5 Good (332 reviews)
    We are sold out
    More information about The Autumn Inn, opens in a new tab
  50. The Porches Inn

    The Porches Inn

    30.12 mi from Brattleboro
    Breakfast included
    Pool
    Oct 15 - Oct 16
    Check-in isn’t available on this day. Try a different arrival date.
    4.7/5Exceptional(261 reviews)
    4.7 out of 5 Exceptional (261 reviews)
    Unavailable
    More information about The Porches Inn, opens in a new tab
  51. The Inn at Mount Snow

    The Inn at Mount Snow

    West Dover, 18.69 mi from Brattleboro
    Breakfast included
    Oct 15 - Oct 16
    4.4/5Excellent(263 reviews)
    4.4 out of 5 Excellent (263 reviews)
    We are sold out
    More information about The Inn at Mount Snow, opens in a new tab
  52. Grafton Inn

    Grafton Inn

    22.31 mi from Brattleboro
    Breakfast included
    Pool
    Oct 15 - Oct 16
    4.7/5Exceptional(79 reviews)
    4.7 out of 5 Exceptional (79 reviews)
    We are sold out
    More information about Grafton Inn, opens in a new tab
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