The first primary structure of Brattleboro was Fort Dummer erected by the British colonists during the Dummer's War as a blockhouse to defend the area against the Native American attacks. During times of war, Fort Dummer offered refuge. During times of peace, the fort served as a trading post. After the Treaty of Paris was signed, and the French gave up rights to Vermont, Brattleboro flourished.
By the early 1800s, Brattleboro boasted a store, post office, and a bridge across the Connecticut River. The Vermont Asylum for the Insane opened in the mid-1800s, and soon after that, a successful printing business prospered. The town evolved into a Mill town with several different industries thriving in Brattleboro.
Now, this small Vermont city, boasts monthly Art Walks, museums, and a significant influx of skiers and snowboarders during the winter.
When should you visit Brattleboro, VT?
There's no bad time to visit Brattleboro, Vermont. The city boasts tourist attractions for all seasons. The best time for you and your family to go to Brattleboro really depends on what you like to do. During the fall, spring, and summer head to the Green Mountain National Forest to experience hiking for all skill levels. The weather very rarely gets too hot in this area with the average summer temperature in the mid-60s.
You will likely find the best rates on hotels during the fall and spring when the weather hovers between 40 and 50 degrees. You won't see quite as much tourism during this time since it's not cold enough to hit the slopes, but a little too chilly to go hiking.
People flock to the area in the winter to experience the skiing, snowboarding, and snowshoeing Vermont has to offer. Ski lovers often stay in Battleboro to ski at Mount Snow. It's about a 45-minute drive, or you can take a shuttle to get to the mountain. Mount Snow has 87 trails, but if you're not a fan of hitting the slopes, you could also consider taking a snowmobile tour.
Another option for the advanced ski and snowboarders is Berkshire East Mountain Resort which is about an hour drive from Brattleboro in Massachusetts. It has 45 trails and is the only resort in the area that offers night skiing. It's also noteworthy because it produces all its power from on-site renewable energy.
Below is a chart of the current pricing seasonality of hotels and motels in Brattleboro, VT:
Averate Rates by Star Rating
Below are 3 charts displaying average price trends by star rating class in Brattleboro, VT. Analyze these line graphs to evaluate the least expensive seasons to book a room in Brattleboro for your upcoming travels.
What are the luxury hotel options in Brattleboro, VT?
4 Star Average Prices: $299.00
To find a luxury hotel option, you have to look a little ways outside of Brattleboro. For a luxury stay in Brattleboro, consider staying at the Grand Summit Resort Hotel. This stunning hotel sits in the Green Mountains and is a favorite hotel for weddings and conferences thanks to the beautiful scenery and the abundance of amenities inside the hotel. The hotel offers a pool, gym, restaurant, and lounge on the hotel grounds. You can also make use of the sauna during your stay. Those coming in the winter will appreciate the on-site ski storage. Suites are also available offering a kitchen and living area.
Another luxury option is the Castle Hill Resort & Spa. This hotel is also located in the Green Mountains and is listed on the historic register. This hotel is not like other standard hotels. Each room is filled with historical pieces and is individually decorated with unique layouts. The hotel offers family playrooms and event rooms. You can enjoy the pool and hot tub on-site as well. Book an appointment at the spa to make the most of your trip and stay at the Castle Hill Resort & Spa.
What are the affordable hotel options in Brattleboro, VT?
3 Star Average Prices: $165.79
If you're looking for a hotel in Brattleboro on a budget, start with the Colonial Motel & Spa. The hotel offers a covered swimming pool, standard rooms and executive suites, free HBO, and a complimentary continental breakfast. The hotel is also attached to a tavern, where you can get delicious pub food and drinks to enjoy during your stay.
Another budget option is the Black Mountain Inn. This hotel offers a seasonal outdoor pool, a BBQ area, and a game room. You will have a mini-fridge and microwave in your room, plus complimentary coffee. For the most affordable rate, book a standard room with a double bed. If you want to upgrade, there are also king size beds with hot tubs in the room as well.
Motel 6 provides one of the most affordable rates in Brattleboro. This no-frills option offers various room types like double beds or a king. There is also Wi-Fi available throughout the hotel and flat-screen TVs. Although there are not many amenities, it's one of the most budget-friendly options for your stay in Brattleboro.
2 Star Average Prices: $144.64
What hotels are offering the best discounts in Brattleboro, VT?
If you're looking to score a deal or you have access to discounts, then consider staying at the Holiday Inn Express & Suites Brattleboro. This highly rated hotel offers an indoor pool, fitness center, and complimentary buffet-style breakfast in the mornings. The hotel is close to Brattleboro Common and the Brattleboro Museum & Art Center. This hotel offers discounts for AAA, Senior Discounts, Military rates, and discounts for business travelers.
You'll also find these same discounts if you stay at Comfort Inn. This hotel also has an indoor swimming pool to enjoy during your stay. Wake up to a complimentary hot/cold breakfast after you get a workout in at the on-site fitness center. At the Comfort Inn, you're in proximity to Brattleboro Common and Madame Sherri's Castle Ruins.
What hotels in Brattleboro, VT can you get the best value for your money?
If you're looking to get the most for your money on your trip to Brattleboro, consider a stay at the Riverside Hotel, an Ascend Collection Member. At the Riverside Hotel, you're within walking distance to the United States Navy Seabee Bridge. A complimentary breakfast is included in your stay, although it might be hard to pull yourself out of the Select Comfort bed that's in every room. You can also enjoy the free Wi-Fi and the fitness center at this boutique hotel.
The Hampton Inn Brattleboro also offers a good value for your money. This hotel is near the Actors Theater Playhouse. Before you head out to start your day, you can enjoy a complimentary hot breakfast with waffles, bacon, eggs, and fresh fruit. The hotel also offers an indoor pool, whirlpool, and fitness center to use during your stay. The private bathrooms have shower/tub combinations and bidets. Internet and parking are both free during your stay.
What are the things to do in Brattleboro, VT all year round?
During the winter, you're likely in Battleboro for the skiing, snowboarding, or snowshoeing. In the summer, the stunning Green Mountain forest will take your breath away. There's plenty of beauty in Battleboro that goes further than nature. Battleboro also boasts an impressive art scene and other fixtures that add a striking element to this city. Visit the Creamery Covered Bridge to see the last standing covered bridge in the area. Built in 1879, the bridge resides on the list of National Historic Places.
Located in the former Union Station is the Brattleboro Museum and Art Center. Stroll through the museum to see works from local and international artists. You can see works by Andy Warhol, Janet Fish, and other famous artists. It also often has special exhibitions as well. The Tasha Tudor Museum also offers an insiders look at the famous children's book illustrator. Every year, new displays are created to honor Tasha Tudor's life and creativity.
To truly understand the beauty and evolution of Brattleboro, take a stroll through its history at the Brattleboro Historical Center. The historical center offers different exhibits guiding you through the history of the city. See old business signs, vintage toys, and model bridges replicating the area. You can also see a small replica of Fort Dummer in the Center.
If you're lucky enough to be in town during the gallery walk, it's worth getting out and seeing the art exhibits. On the first Friday of the month, galleries put out exhibits and open their doors to locals and tourists to spend the evening appreciating art. You can see art and shows in the local galleries, but also in surprising places like the historical center, cafés, and even one of the breweries in town.
This small town has a surprising amount of things to do during your stay. Whether you have an unlimited budget and you want to stay at the best hotels, or you want a no-frills hotel, you have plenty of options putting you near the attractions in Battleboro.
FAQs about hotels in Brattleboro
Recent traveler reviews of Brattleboro, VT
Below are reviews of the city of Brattleboro, VT from an actual visitor's perspective.
"Very artsy"
Score
5.0 / 5
Very artsy, cool little town with a vibrant downtown area. I hope to return for a longer stay in the future.
Diana D., from 30-Jun-2026
"Seabee Bridge"
Score
5.0 / 5
Seabee Bridge, St Michaels catholic church
Karen L., from 19-Apr-2026
"Area was accessible to many stores/services"
Score
5.0 / 5
Paula L., from 14-Apr-2026
"The people of Brattleboro were so welcoming"
Score
4.0 / 5
The people of Brattleboro were so welcoming, kind and patient.
Alice W., from 09-Mar-2026
"Independent bookstore"
Score
4.0 / 5
Independent bookstore. A downtown that is alive. Art galleries.
Todd C., from 27-Dec-2025
"Brattleboro is a fun and vibrant town"
Score
4.0 / 5
Brattleboro is a fun and vibrant town. I love it!
Katherine W., from 05-Nov-2025
"Brattleboro has a great art and poetry scene."
Score
4.0 / 5
Brattleboro has a great art and poetry scene. On my last visit there were original poems posted throughout town.
Kathryne E., from 18-Oct-2025
"Very Good Restaurant"
Score
5.0 / 5
The 99 restaurant was very good and in walking distance of the hotel.
Cynthia W., from 08-Oct-2025
"Scenic Views"
Score
4.0 / 5
We liked the scenic views
Wendy M., from 07-Oct-2025
"Love downtown "
Score
5.0 / 5
Charles B., from 05-Oct-2025
"Loved the shoppes"
Score
4.0 / 5
Anthony R., from 10-Sep-2025
"Very nice town"
Score
4.0 / 5
Andrew K., from 30-Aug-2025
"Great Location!"
Score
4.0 / 5
Brattleboro is a great small town.
Kris B., from 06-Jul-2025
"Excellent Restaurants!!!"
Score
5.0 / 5
Peter Havens restaurant is superb. The Echo restaurant fed our group of 20 cyclists.
Keith M., from 01-Jul-2025
"Quaint town"
Score
5.0 / 5
It was a quaint town
Grace T., from 28-Jun-2025
"."
Score
5.0 / 5
the food choices are really good.
Leeann H., from 16-May-2025
"Fun Restaurants"
Score
4.0 / 5
Fun restaurants!
Carol F., from 14-Apr-2025
"Fun Restaurants"
Score
5.0 / 5
Fun restaurants
Carol F., from 13-Apr-2025
"The downtown area is very interesting."
Score
4.0 / 5
The downtown area is very interesting.
Gayle M., from 09-Apr-2025
"Pet Friendly Hotel"
Score
5.0 / 5
It was pet friendly.
Carol J., from 12-Oct-2024
"The 99 Restaurant"
Score
5.0 / 5
The 99 Restaurant.
Susan M., from 21-Sep-2024
"Lovely town, tons to do, lots of swimming holes!"
Score
4.0 / 5
Lovely town, tons to do, lots of swimming holes!
Jeanne D., from 05-Jul-2024
"The City of Brattleboro was Awesome!"
Score
4.0 / 5
The City of Brattleboro was Awesome!
Victoria H., from 21-Oct-2023
"Very Good Restaurants!"
Score
4.0 / 5
Restaurants close by were very good!
Dan L., from 22-Aug-2023
"Lots of Charm & Character!"
Score
4.0 / 5
Lots of charm and character!
Jenifer C., from 21-Aug-2023
"Pretty views and great restaurants!"
Score
5.0 / 5
Pretty views and great restaurants!
Emily B., from 29-Jul-2023
"Good variety of eating establishments, galleries & small shops."
Score
5.0 / 5
Friendly town, good variety of eating establishments, galleries and small shops.
Karen L., from 19-Jul-2023
"Covered Bridges"
Score
4.0 / 5
Covered bridges!
Janet G., from 04-Jun-2023
"Interesting Boutiques & Painted Ladies Victorian Homes!"
Score
4.0 / 5
Have been to Brattleboro many times since the '70's. There are many more interesting boutiques & places to eat. There's a small but excellent art museum. The architecture is interesting. I call it the San Francisco of the East with it's hills & "painted ladies" (Victorian houses).
Lana A., from 13-Aug-2022
"Marlboro Music Festival"
Score
5.0 / 5
We were in area for Marlboro Music Festival and went to Woodstock to visit Sugarbush Farms.
Kenneth S., from 03-Aug-2022
"Mohawk Trail in Massachusetts"
Score
4.0 / 5
Proximity to Mohawk Trail in Massachusetts.
Charles A., from 18-Jun-2022
"Good rates and location."
Score
4.0 / 5
We were visiting in Keene so the distance and price is what drew us to your hotel.
Claudette S., from 11-Apr-2022
"Safe Area"
Score
4.0 / 5
Safe friendly area.
Hong V., from 04-Feb-2022
"Lots of Resale Shops!"
Score
5.0 / 5
All the resale shops.
Joan D., from 28-Oct-2021
"Lot of Resale Shops!"
Score
5.0 / 5
All the resale shops!
Joan D., from 28-Oct-2021
"Lots of Resale Shops!"
Score
5.0 / 5
All the resale shops.
Joan D., from 28-Oct-2021
"Great Location"
Score
5.0 / 5
Brattleboro has a lot to offer for shopping, exploring and restaurants. The Saturday Farmers Market was excellent !
Robin P., from 16-Jul-2019
The average traveler rating of the city of Brattleboro, VT shown above is
4.5 out of 5 based on 37 reviews