Shaftsbury Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Hannie

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to NT$5,067 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Shaftsbury Vacation Packages

Shaftsbury Hotel Deals

Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is NT$4,155 per night from Aug 3 to Aug 4
NT$4,155
NT$4,641 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Fantastic place"

Reviewed on 2025/7/2

Hotel Downstreet, Ascend Hotel Collection
The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is NT$7,128 per night from Jul 9 to Jul 10
NT$7,128
NT$7,961 total
Jul 9 - Jul 10
includes taxes & fees
9.6/10 Exceptional! (459 reviews)
"Wonderful stay. Helpful, professional staff."

Reviewed on 2025/6/27

The Williams Inn
The Equinox Golf Resort & Spa
The Equinox Golf Resort & Spa
4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is NT$4,644 per night from Jul 6 to Jul 7
NT$4,644
NT$6,712 total
Jul 6 - Jul 7
includes taxes & fees
7.2/10 Good! (488 reviews)
"I had a wonderful time and did Rhumba for the first time in the pool! Lovely walk to the pond also!"

Reviewed on 2025/6/23

The Equinox Golf Resort & Spa
See all 1,992 properties in Shaftsbury
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.

Discover the most popular places to visit in Shaftsbury

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.

Shaftsbury Historical Society Museum

Robert Frost Stone House Museum

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.

Robert Frost Stone House Museum

Howard Park

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.

Howard Park

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?

  1. Choose your dates: What you plan to do in Shaftsbury and your favorite season can help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.