Braintree Vacation Packages

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Top Braintree Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was CA $1,419, price is now CA $1,269 per person
CA $1,269
per person
Oct 2 - Oct 5
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rutland (RUT)
9.2/10 Wonderful! (1,004 reviews)
Good location. Small pool and no chairs around pool

Reviewed on Jul 16, 2026

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was CA $1,526, price is now CA $1,442 per person
CA $1,442
per person
Oct 2 - Oct 5
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rutland (RUT)
9/10 Wonderful! (101 reviews)
I don’t like to give bad reviews because the place was GREAT. However….. There was no one around to check in. Which would be fine if there was a way to communicate. No messaging system, or email with instructions. (Stayed at contactless places before with great results) Called phone numbers listed on 2 different sites with no answer. Found someone working on the grounds, one of which spoke no english, be we were finally able to get the room key that way. Could use an ice machine, a way to contact any staff, and maybe instructions to some of the cool features.

Reviewed on Jul 12, 2026

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was CA $1,476, price is now CA $1,401 per person
CA $1,401
per person
Oct 2 - Oct 5
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rutland (RUT)
9/10 Wonderful! (62 reviews)
Very quiet location secluded and peaceful. Location is not identified, no road sign or driveway entrance address. I booked within 3 days of check-in, instructions did not get emailed until after check in time, host did answer phone when called but email was received 30 minutes later. It's a unique place, space is good, lots of amenities to cook and eat. Two bathrooms. Two showers. Lots of hot water and strong water pressure. Most of the unit is updated and modern. However it's tired, worn and dirty. The sofa was covered in dog hair, not just a little bit. It was all over our socks, clothing and floating around. The bathroom shower needed cleaning, walls needed wiping, carpet on stairs all stained and dirty. It you are used to hotels this will disappoint you.

Reviewed on May 10, 2026

Harvest Barn Inn

Harvest Barn Inn

3 out of 5
Price was CA $1,428, price is now CA $1,357 per person
CA $1,357
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
9.8/10 Exceptional! (268 reviews)
Easy check in. Had a wonderful stay. Very clean and comfortable. Very friendly and accommodating. Breakfast was 3-course.. .amazing! Beautiful view overlooking the Connecticut River.

Reviewed on Jun 29, 2026

North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was CA $1,750, price is now CA $1,678 per person
CA $1,678
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
8.8/10 Excellent! (1,001 reviews)
Way better than most ski resort rooms.

Reviewed on Jul 13, 2026

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Braintree Hotel Deals

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66 Randolph Center VT
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Aug 16 to Aug 17
CA $171
CA $186 total
Aug 16 - Aug 17
includes taxes & fees
My Place Hotel-Randolph VT
Comfort Inn & Suites Montpelier-Berlin

Comfort Inn & Suites Montpelier-Berlin

2.5 out of 5
213 Paine Turnpike N Montpelier VT
Fully refundable
The price is CA $261 per night from Aug 16 to Aug 17
CA $261
CA $288 total
Aug 16 - Aug 17
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Small room for the money."

Reviewed on Jul 14, 2026

Comfort Inn & Suites Montpelier-Berlin
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from Jul 21 to Jul 22
CA $223
CA $246 total
Jul 21 - Jul 22
includes taxes & fees
9/10 Wonderful! (581 reviews)
"Great convenient property. Clean and staff was pleasant."

Reviewed on Jul 12, 2026

Courtyard Middlebury
See all 1,174 properties in Braintree
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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Frequently asked questions

How much does a Braintree vacation package cost?
Offering great value package deals from CA $1,269 on Expedia, you'll be thrilled with how little a vacation to Braintree costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Braintree?
To pick up cheap Braintree vacation packages, organize your trip outside of peak periods such as school holidays. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for Braintree?
With a well-organized travel plan, you can easily tick off the top Braintree attractions in a few days. But if you'd like to venture off the beaten track or go on day trips, think about booking your Braintree vacation for longer.
How to find the best Braintree package deals?
Use Expedia's filter tool to help you find some of the best Braintree package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Braintree package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Braintree vacation as a package?
You can enjoy significant savings on your next Braintree retreat by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Braintree?
Secure incredible discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Braintree adventure.
How to plan a trip to Braintree?

  1. Pick your dates: What you want to do in Braintree and your preferred season can help you decide when to go.
  2. Plan your budget wisely: As well as the price of your accommodations, you'll need to consider other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Braintree.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Braintree. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Braintree vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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