Weston Vacations

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    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Find the Best Weston Vacation Packages

Weston Hotel Deals

The Weston

The Weston

5 out of 5
630 Main St Weston VT
The price is SARĀ 1,555 per night from Aug 12 to Aug 13
SARĀ 1,555
SARĀ 1,695 total
12 Aug - 13 Aug
includes taxes & fees
10/10 Exceptional! (10 reviews)
"Best place in Weston! Best place in VT! Really excellent!"

Reviewed on 22 June 2026

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 SARĀ 503 per night from Jul 28 to Jul 29
SARĀ 503
SARĀ 581 total
28 Jul - 29 Jul
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"We enjoyed our stay here, it is a great location to the mountain and the staff (and owner) were friendly and fun to talk with. My only recommendation is to get on the upper floor if you can. We had a family staying above us and we heard every step late into the evening and early the next morning, ..."

Reviewed on 20 July 2026

The Mountain Inn at Killington
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
The price is SARĀ 862 per night from Aug 11 to Aug 12
SARĀ 862
SARĀ 1,105 total
11 Aug - 12 Aug
includes taxes & fees
9.4/10 Exceptional! (856 reviews)
"The staff are exceptionally helpful, welcoming, and accommodating. The entire grounds has a resort like feel with beautiful flowers everywhere. The pool is a wonderful amenity. Everything is well maintained and clean. Iā€™ve come back multiple times and I anticipate coming back again. I donā€™t have ..."

Reviewed on 21 July 2026

Kimpton Taconic Hotel by IHG
See all 2,831 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.

Stay near popular Weston attractions

Weston Playhouse

7.8/10 (14 reviews)
Vermont's oldest professional theater captivates audiences with diverse productions in an intimate Greek Revival building. Enjoy performances by talented artists from New York and Chicago during the summer season.
See properties

Frequently asked questions

How much does a Weston vacation package cost?
You'll find cheap prices 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 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 favorite 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 traveling on a whim.
How to plan a trip to Weston?

  1. Choose the ideal time to travel: Your schedule, favorite 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.