Destination guide

Why people love visiting captivating Brattleboro

Enjoy the area's monuments, entertainment and art galleries with a rental holiday home in Brattleboro. This city's skiing, shopping and theatres draw many visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.


Sightseeing in and around Brattleboro

Do you want to find attractions to see while you're in the area? Venture out of your holiday home and experience everything that makes Brattleboro a one-of-a-kind holiday spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Brattleboro Country Club (1.8 mi / 2.9 km)
  • Madame Sherri Forest (2.2 mi / 3.6 km)
  • Chesterfield Gorge Natural Area (8.8 mi / 14.2 km)
  • Honora Winery (13.9 mi / 22.3 km)
  • Brentwood Golf Course (15.6 mi / 25 km)
  • Hooper Golf Club (16.4 mi / 26.4 km)

Seasonal weather in Brattleboro

Travellers enjoy Brattleboro for its skiing. If you've planned your trip around snowy activities, consider visiting in February, March, December or January, when snowfall averages 43.75 inches and temperatures average -11°F.

Natural features

Exploring the natural landscape of Brattleboro

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Brattleboro is a great place to get outside. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Brattleboro Common (0.3 mi / 0.5 km)
  • Wantastiquet Mountain (1.2 mi / 1.9 km)
  • Fort Dummer State Park (2 mi / 3.2 km)
  • Madame Sherri Forest (2.2 mi / 3.6 km)
  • Spofford Lake (7.6 mi / 12.3 km)
  • Chesterfield Gorge Natural Area (8.8 mi / 14.2 km)
How to get there

Transport options to and around Brattleboro

Fly into Springfield, VT (VSF-Hartness State), the closest airport, located 33.9 mi (54.5 km) from the city centre.

If you'd rather travel by train, you can make your way to Brattleboro Station.

How many holiday rentals are available around Brattleboro?

Our 2019 accommodation listings offer a large selection of 729 holiday lettings around Brattleboro. From 47 Cabins to 324 Houses, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What is the best area to stay when travelling to Brattleboro?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Brattleboro:

  • Stratton Mountain Resort: 103 holiday homes
  • Bondville: 203 holiday homes
  • West Dover: 653 holiday homes
  • Forest Farms: 17 holiday homes
  • East Dover: 26 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Brattleboro?

HomeAway offers a large selection of holiday accommodations near great places in Brattleboro. From HomeAway travellers, the most popular points of interest to stay near are:

  • Marlboro College: 592 holiday lettings
  • Brattleboro Country Club: 568 holiday lettings
  • Fort Dummer State Park: 472 holiday lettings
  • Vermont Jazz Center: 412 holiday lettings
  • Tasha Tudor Museum: 574 holiday lettings

But there are many other points of interest around Brattleboro listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Cabins in Brattleboro?

Yes, of course. HomeAway offers 47 Cabins in Brattleboro. Our other popular types of Brattleboro holiday rentals include:

  • Houses: 324 self catering accommodations
  • Cottages: 47 self catering accommodations
  • Farmhouses: 16 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Flats and more.

Can I find a holiday accommodation with pool in Brattleboro?

Yes, you can select your preferred holiday accommodation with pool among our 223 holiday homes with pool available in Brattleboro. Please use our search bar to access the selection of holiday rentals available.