Weston Holidays
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- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top hotels in Weston
The Weston
630 Main St Weston VT
S$365
26 Aug - 27 Aug
includes taxes & fees
10/10 Exceptional! (11 reviews)
"I cannot say enough wonderful things about our stay at The Weston. From the moment we arrived, it was clear this was a truly special place. The property is absolutely beautiful, with a timeless Vermont charm that feels both luxurious and welcoming. Every space is thoughtfully designed, impeccably ..."
Reviewed on 2 Aug, 2026
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
S$183
26 Aug - 27 Aug
includes taxes & fees
9.2/10 Wonderful! (1,030 reviews)
"The hotel has walls and ceilings with minimal insulation—I could hear children jumping from bed to floor above me until quiet time at 11pm. There is also a problem with the HVAC—the room is cool, but too moist. In the hallways heaters are battling the cold humidity inside the rooms. The complimentary ..."
Reviewed on 24 Aug, 2026
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundable
S$186
30 Aug - 31 Aug
includes taxes & fees
8/10 Very good! (1,009 reviews)
"Enjoyed my stay. Felt safe."
Reviewed on 23 Aug, 2026
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 theatre 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.
Weston Priory
9.0/10 (2 reviews)
This Benedictine monastery offers a sanctuary where monks create renowned spiritual music amid Vermont's beauty. Join their contemplative prayer services or wander tranquil grounds designed for reflection and renewal.
Mill Museum
Step back in time at this authentic 19th-century gristmill showcasing Vermont's industrial heritage. Watch live demonstrations of traditional grain grinding and shingle-making beside the picturesque West River Falls.
Frequently asked questions
How much does a Weston holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Weston costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Weston?
The off-season is the best time to visit Weston if you're on a budget. Another tip for finding cheap Weston holiday packages? Try to avoid public holidays and any major events.
How many days is enough for Weston?
With a well-planned schedule, you can easily visit the top Weston attractions in a few days. But if you'd like to discover lesser-known spots or go on day tours, think about booking your Weston holiday for longer.
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 holiday package well in advance.
Is it cheaper to book a Weston holiday as a package?
Expedia holiday 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 personalised Weston holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday 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.
How to plan a trip to Weston?
- Choose when to go: Check your diary and pack your bags. Your preferred season and the type of activities on offer will also help you decide when to escape to Weston.
- Work out your budget: Ensure you have enough money to cover everything from transportation and meals to activities and airfares. Your accommodation will likely be the biggest expense during your trip to Weston.
- Decide how long to go away for: Now that you know more about Weston, you can work out the ideal length of your break. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
- Combine your airfare and accommodation: Once you've nailed down your trip dates and duration, book the right Weston holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
