Brattleboro Hotel Guide - Romantic Hotels in Brattleboro, Vermont

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Brattleboro Romantic Hotels

Our top choices for Brattleboro romantic hotels

Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (167 reviews)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is €314
includes taxes & fees
23 Mar - 24 Mar
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Property grounds

Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (59 reviews)
"The host and her daughter were lovely and kind and very quick with all communication."
United States
Susan O.
The price is €245
includes taxes & fees
26 Mar - 27 Mar
Family Friendly Hilltop House In Putney Vermont
TV, books

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is €218
includes taxes & fees
15 Mar - 16 Mar
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Property grounds

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
7.4 out of 10, Good, (21 reviews)
"A great weekend. The property was clean and comfortable."
United States
Joan P.
The price is €347
includes taxes & fees
7 Apr - 8 Apr
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Outdoor pool, a heated pool

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.2 out of 10, Wonderful, (22 reviews)
"Highly recommend clean beautiful stay!"
United States
Douglas D.
The price is €275
includes taxes & fees
8 Apr - 9 Apr
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Property grounds

Entire Farmhouse with lots of open space 15 min north of Keene

Entire Farmhouse with lots of open space 15 min north of Keene
Walpole
10.0 out of 10, Exceptional, (38 reviews)
"Lovely place would definitely book again"
United States
Sean M.
The price is €304
includes taxes & fees
26 Mar - 27 Mar
Entire Farmhouse with lots of open space 15 min north of Keene
Smart TV, fireplace, video games, DVD player

Enjoy a dash of luxury & whimsy only 5 min from Mt. Snow!

Enjoy a dash of luxury & whimsy only 5 min from Mt. Snow!
Dover
10.0 out of 10, Exceptional, (42 reviews)
"good location "
United States
Bob S.
The price is €587
includes taxes & fees
24 Mar - 25 Mar
Enjoy a dash of luxury & whimsy only 5 min from Mt. Snow!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Brattleboro Hotel Reviews

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Great location, most convenient hotel , everything is perfect. "
Weishuang 2-night trip
Posted 3 days ago
The Black Bear Lodge at Stratton Mountain Resort

Frequently asked questions

Searching for romantic hotels in Brattleboro?
Are you and your partner looking for a romantic escape? Our guests also love Brattleboro for its array of dining options and skiing. You might consider checking out some of the nearby sights and attractions such as Latchis Theatre, The Stone Church or Brattleboro Common. If you'd like to stay close to a certain attraction, you can sort properties by neighbourhood or distance to top landmarks, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Brattleboro?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Brattleboro: The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Brattleboro are January, March, November and February, with each month seeing an average of 23 cm of snowfall.
What is there to do in Brattleboro?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all there is to see and do in Brattleboro. Couples looking for a little of everything will enjoy Brattleboro for its art scene, restaurants and skiing. You might think about visiting Latchis Theatre, The Stone Church or Brattleboro Common.
What's the best way to get to Brattleboro and around town during my romantic getaway?
These transportation options in Brattleboro might help your romantic trip get off to a smooth start: To get to Brattleboro, you can fly into Springfield, VT (VSF-Hartness State), which is the closest major airport, located 34 mi (54.7 km) from the city centre. To venture out into the surrounding area, take a train from Brattleboro Station.