Weston Vacation Packages

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Your Weston Vacation

The easiest way to experience this city is with a customized Weston vacation package. Base yourself in the neighborhood of Bromley Mountain, which is good for views, families and nature or choose someplace else — our packages are all about you. A trip to Weston is an excellent opportunity to see the sights. Be sure to visit popular attractions like Viking Nordic Center, Weston Priory and Weston Playhouse. No matter your travel plans or budget, organizing your ultimate tailored Weston vacation is a piece of cake with Expedia.

Top Weston Vacation Deals

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

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was CA $818, price is now CA $785 per person
CA $785
per person
Oct 3 - Oct 5
found 6 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Springfield (VSF)
8.6/10 Excellent! (751 reviews)
Electric car chargers are not in the buildings anymore. Inconvenient.

Reviewed on Aug. 21, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was CA $1,958, price is now CA $1,528 per person
CA $1,528
per person
Oct 3 - Oct 5
found 6 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Springfield (VSF)
8.8/10 Excellent! (806 reviews)
This is a perfect family oriented spot for visiting downtown Woodstock. We stayed in one of their family suites. It was spacious and comfortable without being ostentatious. Loved the details in the outdoor space--well tended plants and flowers, as well as, fire pits and Adirondack chairs to hang out by the river.

Reviewed on Aug. 18, 2025

Inn At Mount Snow

Inn At Mount Snow

2 out of 5
Price was CA $1,109, price is now CA $1,049 per person
CA $1,049
per person
Oct 3 - Oct 5
found 6 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Springfield (VSF)
10/10 Exceptional! (21 reviews)
Staff was so knowledgeable and welcoming. A great stay!

Reviewed on Aug. 18, 2025

Winterplace at Okemo

Winterplace at Okemo

4 out of 5
Clock Tower Base Area
Price was CA $858, price is now CA $820 per person
CA $820
per person
Oct 3 - Oct 5
found 6 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Springfield (VSF)
8.8/10 Excellent! (23 reviews)
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Price was CA $937, price is now CA $899 per person
CA $899
per person
Oct 3 - Oct 5
found 6 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Springfield (VSF)
8.6/10 Excellent! (214 reviews)
The hotel has a 4:00 check-in which is later than most. We called a week in advance to request an early check-in as we were attending a local wedding that was called for 4:15 and we wanted to be able to get in our room to get ready as we were coming from out of state. They said they couldn’t guarantee anything, but to call back the day before. We did as they suggested and not only would they still not guarantee our request, the man at the front desk could not be less accommodating. As it turns out, we did get into our room at 3:00, but at that point we had already prepared for being unable to get into a room. The room itself was uncomfortable, and uninviting. The sheets weren’t soft or tucked fully under the mattress. Lamps and the alarm clock were left unplugged requiring us to move furniture to plug them in and a bottle of disinfectant was left in our bathroom. Needless to say we won’t be back.

Reviewed on Aug. 18, 2025

Ready to book your vacation to Weston?

 

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Weston Hotel Deals

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge

2 out of 5
287 Vermont Rte 100, Weston, VT
The price is CA $159 per night from Aug 29 to Aug 30
CA $159
CA $261 total
Aug 29 - Aug 30
includes taxes & fees
9.6/10 Exceptional! (33 reviews)
Dreamy stay with exceptional breakfast
"The location is dreamy on a foggy morning. My room is in the back, away from the road.There are porch chairs right outside of my door on the strip of patio. The air is fresh. The bed is huge. A nutritious healthy family breakfast is served on a traditional dinner table in the kitchen/dining room ..."

Reviewed on Jun. 29, 2025

COHO Inn & Motor Lodge
The Weston

The Weston

5 out of 5
630 Main St, Weston, VT
The price is CA $560 per night from Aug 27 to Aug 28
CA $560
CA $610 total
Aug 27 - Aug 28
includes taxes & fees
10/10 Exceptional! (8 reviews)
"Incredible service. Staff was so attentive and knowledgeable. Room was great and the food was even better. A charming stay"

Reviewed on Jun. 27, 2025

The Weston
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd, Killington, VT
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Aug 25 to Aug 26
CA $164
CA $190 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (872 reviews)
"The hotel is very nice, very friendly, beautiful views specially from the room with balcony. Game room is awesome and the breakfast was delicious. Will come back again."

Reviewed on Aug. 20, 2025

The Mountain Inn at Killington
See all 2,715 properties in Weston
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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Frequently asked questions

How much does a Weston vacation package cost?
You'll find cheap prices from CA $785 on Expedia for your Weston break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Weston costs.
What are the cheapest months to go to Weston?
The off-season is the best time to head to Weston if you're trying to save. Another tip for scoring cheap Weston vacation packages? Try to avoid public holidays and any major events.
How many days is enough for Weston?
The ideal length for your Weston vacation depends on what you'd like to do and see. Generally, a few days to a week will give you time to go to all the major attractions and explore some hidden spots along the way.
How to find the best Weston package deals?
Landing a cheap Weston package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most economical Weston package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Weston vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still get the flexibility to create a customized Weston vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Weston?
If you have your Weston travel dates confirmed, book as soon as you can to bag some awesome deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Weston?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Weston.
  2. Plan your budget wisely: Besides the price of your stay, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Weston.
  3. Decide your trip length: Consider how long you want to spend exploring Weston. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Weston vacation package.

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