Shaftsbury Vacations

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Find the Best Shaftsbury Vacation Packages

Shaftsbury Hotel Deals

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Shaftsbury VT
10/10 Exceptional! (240 reviews)
"It was a great weekend away, enjoying the coziness of the rustic barn house and the quietness of the country feel. Definitely would consider returning again and spending more time visiting the surrounding areas. The host was spot on and very much easy to communicate with which always makes the process ..."

Reviewed on 28 June 2026

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Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
The price is AEDĀ 631 per night from Aug 5 to Aug 6
AEDĀ 631
AEDĀ 704 total
5 Aug - 6 Aug
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Every one was very helpful and friendly"

Reviewed on 15 July 2026

Hotel Downstreet, an Ascend Collection Hotel
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Whitingham VT
9.8/10 Exceptional! (6 reviews)
"We had a wonderful Memorial Day weekend here with our two young daughters. We enjoyed the gorgeous views, the hot tub, and the very comfortable beds. There was plenty of space for four people. Chris responded very quickly to any questions we had. A very unique home that we are happy to have made ..."

Reviewed on 25 May 2026

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Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
See all 2,136 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.

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.
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Frequently asked questions

How much does a Shaftsbury vacation package cost?
You'll find cheap prices on Expedia for your Shaftsbury break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Shaftsbury costs.
What are the cheapest months to go to Shaftsbury?
Plan your trip for the low or shoulder season and you're likely to score cheap Shaftsbury vacation packages. Bear in mind that school vacation periods and major local events can impact prices, so do your research before booking.
How to find the best Shaftsbury package deals?
Bagging a cheap Shaftsbury package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, add some filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most affordable Shaftsbury package deals. Want a simple trick to get 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 Shaftsbury vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Shaftsbury vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Shaftsbury?
If you're considering a spontaneous Shaftsbury adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Shaftsbury?

  1. Pick your dates: What you plan to do in Shaftsbury and your preferred season will help you decide when to go.
  2. Plan your budget wisely: As well as the price of your stay, you should consider other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that may come up during your trip to Shaftsbury.
  3. Set the duration of your trip: Start by listing all the activities and sights you'd like to get to in Shaftsbury. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the perfect Shaftsbury vacation package for you.