Shaftsbury Vacations
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Find the Best Shaftsbury Vacation Packages
Shaftsbury Hotel Deals
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
NT$4,513
NT$5,041 total
Sep 29 - Sep 30
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Nice and conveniently located"
Reviewed on 2026/9/7
The Williams Inn
101 Spring Street Williamstown MA
NT$6,122
NT$6,838 total
Sep 13 - Sep 14
includes taxes & fees
9.6/10 Exceptional! (666 reviews)
"Exceptional hotel. Friendly vibe."
Reviewed on 2026/9/8
Grand Summit Resort, A Vail Resorts Property
89 Grand Summit Way West Dover VT
Fully refundable
NT$4,974
NT$5,953 total
Sep 15 - Sep 16
includes taxes & fees
8.6/10 Excellent! (308 reviews)
"Pool and hot tub were closed, no fresh towels or maid service or coffee replenishment. No shuttle service available and no coffee cups provided in the lobby for complimentary coffee. The bar closed at 8:30 even though posted hours were until 10:00"
Reviewed on 2026/9/7
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 Shaftsbury attractions
Lake Shaftsbury State Park
10.0/10 (1 review)
Commune with nature and explore the great outdoors at Lake Shaftsbury State Park during your travels in Shaftsbury. Visit the spas or attend a sporting event in this quaint area.
Robert Frost Stone House Museum
9.0/10 (12 reviews)
You can spend time browsing the exhibits at Robert Frost Stone House Museum during your trip to South Shaftsbury. Discover the mountain views and coffeehouses in this relaxing area.
Howard Park
10.0/10 (1 review)
Explore the great outdoors at Howard Park, a lovely green space in Shaftsbury. Attend a sporting event or discover the mountain views in this trendy area.
Shaftsbury Historical Society Museum
You can spend an afternoon browsing the exhibits at Shaftsbury Historical Society Museum during your trip to Shaftsbury. Discover the mountain views and coffeehouses in this trendy area.
Maple Hill
Commune with nature and explore the great outdoors at Maple Hill during your travels in Shaftsbury. Wander the parks or discover the area's mountain views.
Frequently asked questions
How much does a Shaftsbury vacation package cost?
You can grab a vacation package to this popular destination on Expedia. However, how much your vacation to Shaftsbury costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Shaftsbury?
To score cheap Shaftsbury vacation packages, organize your getaway outside of busy periods such as public holidays. You'll generally find lower prices and better availability for hotels and flights.
How many days is enough for Shaftsbury?
For your Shaftsbury vacation, a few days will be enough to tour the top spots. Make sure to stop by Robert Frost Stone House Museum — it's one of the major attractions in this destination. If you're looking for more adventure, consider basing yourself here and heading off on some day trips from Shaftsbury.
How to find the best Shaftsbury package deals?
Landing a cheap Shaftsbury package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Shaftsbury package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Shaftsbury vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still get the freedom to create a customized Shaftsbury vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Shaftsbury?
If you're considering a spur-of-the-moment Shaftsbury trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Shaftsbury?
- Choose your dates: What you plan to do in Shaftsbury and your favorite season can help you decide when to get away.
- Calculate your budget: Make sure you have enough money to pay for everything from transportation and meals to flights and experiences. Your accommodations will likely be the biggest expense during your trip to Shaftsbury.
- Decide your trip length: Consider how long you'd like to spend exploring Shaftsbury. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Bundle your airfare and accommodations: After you've nailed down your dates and duration, book the right Shaftsbury vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
