Title: Brattleboro Vacation Packages & Trips 2026  | Expedia.ca

[Brattleboro Travel Guide](https://expedia.ca/Brattleboro.dx9636)[Hotels in Brattleboro](https://expedia.ca/Brattleboro-Hotels.d9636.Travel-Guide-Hotels)[Vacation Rentals in Brattleboro](https://expedia.ca/Brattleboro-Vacation-Rentals.d9636.Travel-Guide-VacationRentals)[Flights to Brattleboro](https://expedia.ca/Cheap-Flights-To-Brattleboro.d9636.Travel-Guide-Flights)[Brattleboro Car Rentals](https://expedia.ca/Car-Rentals-In-Brattleboro.d9636.Car-Rental-Guide)

![](https://images.trvl-media.com/place/9636/c0d239b5-fc6b-405e-adfb-4cb1e1325a57.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Brattleboro Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### Your Brattleboro Vacation

Enjoy unforgettable adventures when you reserve a Brattleboro vacation package. Whether you're a history buff, foodie or just a traveler who loves to experience new places, there's something for everyone in this exciting city. A trip to Brattleboro is a great opportunity to do a bit of sightseeing. Check out popular attractions like [The Stone Church](https://www.expedia.ca/The-Stone-Church-Brattleboro.d553248635947261535.Vacation-Attraction), [Brattleboro Common](https://www.expedia.ca/Brattleboro-Common-Brattleboro.d553248621561865132.Vacation-Attraction) and [Tasha Tudor Museum](https://www.expedia.ca/Tasha-Tudor-Museum-Brattleboro.d553248621561865125.Vacation-Attraction). Stop daydreaming and start traveling. Browse the wide range of options on Expedia today and put your Brattleboro vacation plans into gear!

## Ready to book your vacation to Brattleboro?

Choose your dates

## Brattleboro Hotel Deals

![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Covered Bridge Inn

1043 Putney Road Brattleboro VT

Fully refundableReserve now, pay when you stay

CA $124

CA $137 total

Dec 22 - Dec 23

includes taxes & fees

7.6/10 Good! (1,000 reviews)

Room very nice, comfortable clean

Reviewed on Nov 29, 2025

[](https://expedia.ca/Hotel-Search?startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&selected=27661353&PinnedHotelID=27661353&HadPinnedHotel=true&regionId=9636)

![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

Fully refundableReserve now, pay when you stay

CA $203

CA $223 total

Dec 29 - Dec 30

includes taxes & fees

8.2/10 Very Good! (927 reviews)

Convenient, clean. Staff was very friendly and helpful. Close to Highway. Keys weren’t working when we returned from a long day out. TV was also not working, but luckily we were in the room for only a short time before heading out for dinner.

Reviewed on Dec 8, 2025

[](https://expedia.ca/Hotel-Search?startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&selected=1158047&PinnedHotelID=1158047&HadPinnedHotel=true&regionId=9636)

![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT

Fully refundableReserve now, pay when you stay

CA $158

CA $174 total

Dec 28 - Dec 29

includes taxes & fees

8.4/10 Very Good! (741 reviews)

I arrived far before published check-in time and only had to wait a reasonable amount of time to get into my room. Desk clerks were efficient and friendly. Clean, comfortable room.

Reviewed on Dec 18, 2025

[](https://expedia.ca/Hotel-Search?startDate=28%2F12%2F2025&endDate=29%2F12%2F2025&selected=8784377&PinnedHotelID=8784377&HadPinnedHotel=true&regionId=9636)

[See all 1,720 properties in Brattleboro](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=22%2F12%2F2025&endDate=23%2F12%2F2025&regionId=9636)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### What to do in Brattleboro

![Vermont RT 100 Self Guided Driving Audio Tour](https://mediaim.expedia.com/localexpert/48988132/e3d55161-4da6-4678-970d-7686d5f338fa.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Vermont RT 100 Self Guided Driving Audio Tour

CA $23

per traveller

[](https://expedia.ca/things-to-do/vermont-rt-100-self-guided-driving-audio-tour.a48988132.activity-details)

[See all activities in Brattleboro](https://expedia.ca/things-to-do/search?rid=9636)

## Explore a world of travel with Expedia

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- [Things to do in Windham County ](https://www.expedia.ca/Things-To-Do-In-Windham-County.d6057353.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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