Title: Brattleboro Vacation Packages & Trips 2026 from CA $1,534 | 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!

## Top Brattleboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Deerfield Valley Inn](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/c6676368_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Deerfield Valley Inn

CA $1,534

per person

Mar 8 - Mar 15

found 17 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Springfield (VSF)

9.6/10 Exceptional! (84 reviews)

The quaintness and character of the inn and room. The hospitality and friendliness of the owners' parents who were managing for the week. Offering us popcorn and some Turkish tea!

Reviewed on Dec 16, 2025

![Stone Hearth Inn and Eatery](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/f814b3d5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Stone Hearth Inn and Eatery

CA $1,968

per person

Mar 8 - Mar 15

found 17 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Springfield (VSF)

9.2/10 Wonderful! (106 reviews)

The host was so incredibly courteous. The food was great (breakfast was included), the restaurant was excellent, and the place was charming. And, it was an easy ride to Okemo. Could not ask for more!

Reviewed on Dec 5, 2025

![Jackson Gore Village](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Jackson Gore Village

Jackson Gore Base Area

CA $2,177

per person

Mar 8 - Mar 15

found 17 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Springfield (VSF)

8.6/10 Excellent! (834 reviews)

The hotel has great location, clean, staff friendly. First ski lift by the hotel has old used seats. You are getting cold by sitting on this right away.

Reviewed on Dec 20, 2025

![Solitude Village at Okemo](https://images.trvl-media.com/lodging/13000000/12530000/12521300/12521237/676d662f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Solitude Village at Okemo

Clock Tower Base Area

CA $15,381

per person

Mar 8 - Mar 15

found 17 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Springfield (VSF)

8/10 Very Good! (31 reviews)

Our room was really nice! It was the bathrooms the reason why we didn't rate this place better. We did let the front desk know Both bathrooms had mold in the showers. One person in our party is extremely allergic to mold. I myself could clean the mold off, which I did partially. The dishwasher had dirty dishes in also.

Reviewed on Oct 8, 2025

![Winterplace at Okemo](https://images.trvl-media.com/lodging/13000000/12530000/12522700/12522689/64a51502_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Winterplace at Okemo

Clock Tower Base Area

CA $2,781

per person

Mar 8 - Mar 15

found 17 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Springfield (VSF)

8.8/10 Excellent! (25 reviews)

The place was not cleaned well. The water was off we had to call the front desk. The Diswasher was fully of dishes. There was only one roll of toilet paper in the bathroom. No paper towel in the kitchen, not even one to start. The wall in the kitchen was dirty

Reviewed on Dec 1, 2025

## 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)

![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)

![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)

[See all 1,726 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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- [Sugar Shack ](https://www.expedia.ca/Sugar-Shack-Arlington.d553248621532665335.Vacation-Attraction)
- [Tamarack Ski Lift ](https://www.expedia.ca/Tamarack-Ski-Lift-Stratton.d6328810.Vacation-Attraction)
- [The Sustainable Farmer ](https://www.expedia.ca/The-Sustainable-Farmer-Windsor.d553248621532666964.Vacation-Attraction)
- [Vermont Country Store ](https://www.expedia.ca/Vermont-Country-Store-Bellows-Falls.d553248621532666908.Vacation-Attraction)
- [Warlock's Woods ](https://www.expedia.ca/Warlocks-Woods-Wilmington.d553248635996618389.Vacation-Attraction)
- [Windsor Vacations ](https://www.expedia.ca/Windsor.d7881.Destination-Travel-Guides)

- [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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