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.
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

3 out of 5
Price was CA $1,298, price is now CA $1,204 per person
CA $1,204
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Springfield (VSF)
8.8/10 Excellent! (109 reviews)
NO FRONT DESK NO HOUSE KEEPING ( 4 nights !!) No Coffee ( machine broken) No sparkling water ( CO2 cylinder empty) ROOM : very small BATHROOM: even smaller, not even a toilet brush. (Remember NO HOUSE KEEPING) STAFF: hardly seen any. HOT TUB: broken handle cover All in all very badly managed and maintained hotel. I wouldn’t recommend it for anyone. Definitely not coming back.

Reviewed on Jul 7, 2026

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was CA $1,423, price is now CA $1,285 per person
CA $1,285
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Springfield (VSF)
8.6/10 Excellent! (915 reviews)
I love this place. It's really special. Some people to preserve what was special and exciting and authentic about a historic space and these are my people. They have the amenities you need (great bed and linens, refridgerator, microwave, good towels). They have the amenities you don't need but love! (record players in all rooms and throughout the hotel and vintage vinyl readily available, cucumber water in the lobby, a coffe and tea station in the lobby, a postcard writing station, easy access to a movie theater). This won't be everybodies cup of tea. What used to be luxury amenities are preserved a curiousities, the halls feel like a dorm, and brattleboro is on a downturn. But Brattleboro is also really beauitful, with some lovely restaurants and arts venues. And I love everything about it. If you stay - make sure to stay see a movie. It's gorgeous in there. Turkish breakfast at Tulip in amazing. Shim La's really good. check out the river. Stone Church is a fun venue. And Ther'es a lot to see and love in brattleboro. Also Go to chesterfield and check out madame sherri's castle and the gorge. Enjoy!

Reviewed on Jul 5, 2026

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
Price was CA $1,359, price is now CA $1,265 per person
CA $1,265
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Springfield (VSF)
8.6/10 Excellent! (284 reviews)
ac had to be turned back on every few hours. fridge broke three times and maintenance needed to bring new ones. pool and hot tub was closed even tho i specifically bought this booking because expedia said it was available. fire pit was nice and they had a great fourth of july celebration

Reviewed on Jul 5, 2026

The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was CA $1,276, price is now CA $1,218 per person
CA $1,218
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Springfield (VSF)
7.6/10 Good! (1,002 reviews)
easy park

Reviewed on Jul 5, 2026

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
Price was CA $1,410, price is now CA $1,354 per person
CA $1,354
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Springfield (VSF)
8.6/10 Excellent! (822 reviews)
It was a quiet, clean room. Nice one-night stopover. Everyone was kind and helpful.

Reviewed on Jul 8, 2026

Ready to book your vacation to Weston?

 

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Weston Hotel Deals

The Weston

The Weston

5 out of 5
630 Main St Weston VT
The price is CA $588 per night from Jul 12 to Jul 13
CA $588
CA $641 total
Jul 12 - Jul 13
includes taxes & fees
10/10 Exceptional! (10 reviews)
"Best place in Weston! Best place in VT! Really excellent!"

Reviewed on Jun 22, 2026

The Weston
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from Aug 2 to Aug 3
CA $221
CA $243 total
Aug 2 - Aug 3
includes taxes & fees
7.4/10 Good! (1,000 reviews)
"We liked our room because it had double balconies!"

Reviewed on Jul 6, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
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 $190 per night from Jul 13 to Jul 14
CA $190
CA $220 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
"Such a great place! Very accommodating with dogs. Beds very comfortable! Great views!"

Reviewed on Jul 7, 2026

The Mountain Inn at Killington
See all 2,841 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.
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Stay near popular Weston attractions

Weston Playhouse

7.8/10 (14 reviews)
You can make plans for a show at Weston Playhouse during your stay in Weston. Discover the mountain views in this romantic area, or enjoy its ski slopes.
See properties

Frequently asked questions

How much does a Weston vacation package cost?
You'll find cheap prices from CA $1,204 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.

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.