West Brattleboro Vacation Packages

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Your West Brattleboro Vacation

With one of our vacation packages to West Brattleboro, you'll have countless opportunities for fun and excitement. There's a lot to enjoy, including its rich history and spectacular views. The Stone Church, Brattleboro Common and Tasha Tudor Museum are just some of the sights worth visiting during your trip to West Brattleboro. A couple of clicks is all it takes to build the ultimate West Brattleboro vacation on Expedia.

Top West Brattleboro Vacation Deals

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

Deerfield Valley Inn

2 out of 5
Price was CA $1,106, price is now CA $987 per person
CA $987
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Springfield (VSF)
9.4/10 Exceptional! (123 reviews)
Very friendly and courteous owner, great location 5 mins away from Mount Snow.

Reviewed on Jul 10, 2026

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was CA $1,402, price is now CA $1,181 per person
CA $1,181
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Springfield (VSF)
10/10 Exceptional! (200 reviews)
Beautiful place, extraordinary, Christina was so kind and accommodating.

Reviewed on Jul 15, 2026

Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was CA $1,337, price is now CA $1,158 per person
CA $1,158
per person
Sep 4 - Sep 8
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Springfield (VSF)
10/10 Exceptional! (114 reviews)
Holy and Kyle were awesome! Such wonderful breakfasts each day we were there, delicious! So close to everything we wanted to see. We look forward to coming back for our next Vermont getaway!

Reviewed on Jun 19, 2026

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was CA $1,195, price is now CA $1,092 per person
CA $1,092
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Springfield (VSF)
8.6/10 Excellent! (862 reviews)
Great family friendly location!

Reviewed on Jul 11, 2026

Okemo Mountain Lodging by Vail Resorts

Okemo Mountain Lodging by Vail Resorts

3.5 out of 5
Clock Tower Base Area
Price was CA $1,183, price is now CA $1,105 per person
CA $1,105
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Springfield (VSF)
7.8/10 Good! (28 reviews)
Stayed at this resort for 4 nights while biking in the Vermont area. At check I had reserved a condo without ac but it was in the 90’s and the person checking me in offered to move me to the Inn which had same room set up with Kitchen etc and AC - That was Great!!! After morning riding my husband spent a few hours working while I enjoyed the fitness center as well as indoor and outdoor pools. Very few people here during June.

Reviewed on Jun 26, 2025

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West Brattleboro Hotel Deals

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Jul 26 to Jul 27
CA $189
CA $205 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Thoughtful and attentive staff"

Reviewed on Jul 18, 2026

Keene Elm City Hotel, an Ascend Collection Hotel
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Jul 19 to Jul 20
CA $195
CA $211 total
Jul 19 - Jul 20
includes taxes & fees
Best Western Plus Keene Hotel
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Aug 2 to Aug 3
CA $107
CA $118 total
Aug 2 - Aug 3
includes taxes & fees
5.8/10 (22 reviews)
"My husband and I came here for a weekend away. I hadn’t been back in the area and I guess they changed management because it was beautiful back in the day. We had to leave early due to an emergency for our son, we never spent a night there but when I asked if we could be refunded for our second night ..."

Reviewed on Jul 17, 2026

Colonial Motel
See all 1,250 properties in West Brattleboro
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.
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Stay near popular West Brattleboro attractions

Brattleboro Farmers' Market

8.8/10 (75 reviews)
You can enjoy retail therapy at Brattleboro Farmers' Market during your visit to West Brattleboro. Discover the area's entertainment venues, or seek out its ski slopes.
See properties

What to do in West Brattleboro

Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 App-Guided Driving Audio Tour

CA $24
per traveller
Vermont RT 100 App-Guided Driving Audio Tour
Mindful Forest Escape: Rebalance, reflect and connect

Mindful Forest Escape: Rebalance, reflect and connect

CA $135
per adult
Mindful Forest Escape: Rebalance, reflect and connect
See all activities in West Brattleboro

Frequently asked questions

How much does a West Brattleboro vacation package cost?
You'll find cheap prices from CA $987 on Expedia for your West Brattleboro escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to West Brattleboro costs.
What are the cheapest months to go to West Brattleboro?
January, February and March are the best times to look for cheap West Brattleboro vacation packages. Opting to travel in quieter months means you can usually find lower prices on flights and accommodations.
How many days is enough for West Brattleboro?
With a well-organized itinerary, you can easily visit the top West Brattleboro sights in a few days. But if you'd like to discover hidden spots or go on day trips, consider booking your West Brattleboro vacation for longer.
How to find the best West Brattleboro package deals?
Start your search for a West Brattleboro package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal West Brattleboro package deal right away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your West Brattleboro escape underway.
Is it cheaper to book a West Brattleboro vacation as a package?
You can enjoy significant savings on your next West Brattleboro escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to West Brattleboro?
If you're planning a spontaneous West Brattleboro getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to West Brattleboro?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the activities on offer will also help you decide when to visit West Brattleboro.
  2. Set a budget: Factor in expenses such as flights, food and transportation when working out how much to put aside for your trip to West Brattleboro. Then, pick a property that suits your budget, whether that's an affordable stay or a swankier retreat.
  3. Decide your trip length: Think about how long you'd like to spend discovering West Brattleboro. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a West Brattleboro vacation package that brings all your bookings together.

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