Weston Vacations from $663

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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.

The Latest Weston vacation packages

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

Mountaineer Inn

2 out of 5
Price was $847, price is now $663 per person
$663
per person
Oct 9 - Oct 14
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Springfield (VSF)
8.8/10 Excellent! (499 reviews)
Easy in and out. All transactions with this property are handled online; there was no person-to-person interaction while on the site. The rooms and bathrooms were clean, and the beds were comfortable. We'd consider this again in the future.

Reviewed on Aug 23, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $981, price is now $738 per person
$738
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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

Chalet 239

Chalet 239

2 out of 5
Price was $1,005, price is now $773 per person
$773
per person
Oct 9 - Oct 14
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Springfield (VSF)
9.4/10 Exceptional! (74 reviews)
Teh staff were friendly and helpful. Immediately upon booking I received a text message from the staff letting me know someone was there to help with any questions. checking in was easy and the hotel was very clean. The room, beds and bathroom were all clean and well kept. The free breakfast was a plus.

Reviewed on Aug 12, 2025

Deerfield Valley Inn

Deerfield Valley Inn

3 out of 5
Save 100% on your flight
Price was $1,470, price is now $1,142 per person
$1,142
per person
Oct 16 - Oct 19
found 9 hours ago
Roundtrip flight included
Washington (DCA) to Springfield (VSF)
9.6/10 Exceptional! (54 reviews)
Very authentic and comfortable.

Reviewed on Aug 22, 2025

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Price was $939, price is now $770 per person
$770
per person
Oct 9 - Oct 14
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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

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Discover the most popular places to visit in Weston

Weston Priory

4.5/5(2 reviews)

You can find out about the history of Weston when you stop by Weston Priory. Discover the mountain views in this romantic area, or enjoy its ski slopes.

Weston Priory

Weston Playhouse

3.5/5(12 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.

Weston Playhouse

Mill Museum

You can spend time exploring the galleries in Mill Museum during your travels in Weston. Discover the mountain views in this romantic area, or enjoy its ski slopes.

Mill Museum

Weston Hotel Deals

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge

2 out of 5
287 Vermont Rte 100, Weston, VT
$173 nightly
The price is $190 total per night from Aug 29 to Aug 30
$190 total
Aug 29 - Aug 30
Total with taxes and 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
$414 nightly
The price is $452 total per night from Sep 4 to Sep 5
$452 total
Sep 4 - Sep 5
Total with taxes and 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
$131 nightly
The price is $144 total per night from Aug 25 to Aug 26
$144 total
Aug 25 - Aug 26
Total with taxes and fees
9/10 Wonderful! (874 reviews)
We’ll be back.
"Beautiful area, outside of facility looks dated, but that’s not realistic to change. Inside has had a nice update. The staff is very friendly and helpful. We had an inconsiderate and noisy person upstairs over us, just a matter of who is there. We would surely stay here again."

Reviewed on Aug 23, 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.

Things to do in and around Weston

Weston, Vermont, is a fantastic destination for ski enthusiasts and adventure seekers. Visitors can enjoy skiing at local resorts and ski fields, making it perfect for sports vacations. In addition to skiing, there are nearby attractions, resort activities, and options for exciting day trips, ensuring a diverse range of activities to explore during your stay in this charming town.

Shopping

In Weston, you can explore the West River Farmers Market, a vibrant public market just 4 miles away, perfect for unique gifts. If you're up for a drive, visit Green Mountain Sugar House and My Minds Design, located 11 and 12 miles away, respectively, for charming local finds.

Recreation

Experience the charm of the Weston Playhouse with captivating performances that embody culture and romance. Enjoy a round of golf at the Stratton Mountain Golf Course, surrounded by stunning views. For relaxation, visit The Ice House for a soothing ice skating experience that promotes wellness and tranquility.

Adventure

If you're seeking adventure in Weston, head to Okemo Mountain Resort, 9 miles away, for thrilling skiing experiences. South Face Express Ski Lift, located 8 miles from Weston, offers stunning views while you ride. For more excitement, visit Magic Mountain Ski Resort, only 7 miles away, known for its fantastic slopes.

Nightlife

Weston, Vermont, offers a charming nightlife experience. Enjoy a cozy evening at the Weston Playhouse Theatre for live performances. For a laid-back vibe, visit the nearby Inn at Weston, where you can unwind with a drink and good company after a day of exploring the scenic countryside.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Weston

Weston, Vermont, is an ideal destination for outdoor enthusiasts, offering opportunities for skiing, adventure, and sports vacations. Visitors can explore national parks, serene lakes, and ski resorts, all while enjoying the area's beautiful scenery and rich culture. Whether you're seeking thrilling adventures or a scenic getaway, Weston has something for everyone.

  • Stratton Mountain Resort: Experience thrilling skiing and snowboarding at this premier ski resort located 14 miles from Weston. Stratton offers a vibrant outdoor atmosphere with diverse trails for all skill levels, as well as adventure activities year-round, making it a perfect spot for both winter sports enthusiasts and summer adventurers.
  • Weston Priory: Nestled in the heart of Weston, this serene monastery provides a unique cultural experience, inviting visitors to reflect and find peace. Explore the beautiful grounds and enjoy the tranquil ambiance, where the monks' hospitality and spiritual practices create a welcoming environment for all.
  • Lowell Lake State Park: Just 5 miles from Weston, this picturesque state park is ideal for outdoor lovers. Enjoy hiking, picnicking, and breathtaking scenery around the tranquil lake, offering a perfect escape to nature's beauty and adventure.

Best time to go to Weston

The best time to visit Weston is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.8°F (-6.8°C)Light RainMostlySlightly LowAverage
February21.7°F (-5.7°C)Light RainMostlySlightly LowSlightly High
March29.7°F (-1.3°C)Light RainMostlySlightly LowAverage
April41.9°F (5.5°C)Light RainMostlyAverageSlightly Low
May54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly Low
June62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
July68.2°F (20.1°C)Light RainMostly SunnySlightly HighAverage
August66.2°F (19.0°C)Light RainMostly SunnyAverageAverage
September59.4°F (15.2°C)Light RainMostly SunnySlightly HighAverage
October47.8°F (8.8°C)Light RainMostlySlightly HighSlightly High
November35.4°F (1.9°C)Light RainMostly SunnyAverageSlightly Low
December26.8°F (-2.9°C)Light RainMostlyAverageSlightly High

Tips to save on your trip to Weston

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically April to May and November) for more affordable package holidays to Weston.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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Frequently asked questions

How much does a Weston vacation package cost?
Offering excellent value package deals from $663 on Expedia, you'll be pleasantly surprised at how much a vacation to Weston costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Weston?
March, May and October are the best times to look for cheap Weston vacation packages. Opting to travel in quieter periods means you can usually find reduced prices on flights and hotels.
How many days is enough for Weston?
Generally, a handful of days is enough to visit the major attractions during your Weston vacation. But if you prefer to have some time to rest or take day trips, think about extending your itinerary.
How to find the best Weston package deals?
Use Expedia's filters to help you find some fabulous Weston package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Weston package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Weston vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Weston vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Weston?
Secure amazing 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 Weston getaway.
Does Expedia offer Book Now, Pay Later Weston vacation packages?
Your Weston break is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to give you more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.