Shaftsbury Holidays

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Shaftsbury Holiday

Our pick of the best Shaftsbury Hotel Deals

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
The price is NZ$336 per night from 13 July to 14 July
NZ$336
13 July - 14 July
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Fun and comfortable place to stay. Bed was great. Staff was great. Restaurant was amazing. HVAC and pool are hopefully next in line for renovation. Wonderful Reno."

Reviewed on 6 July 2026

Hotel Downstreet, an Ascend Collection Hotel
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Fully refundable
The price is NZ$321 per night from 13 July to 14 July
NZ$321
13 July - 14 July
includes taxes & fees
8.6/10 Excellent! (288 reviews)
"ac had to be turned back on every few hours. fridge broke three times and maintenance needed to bring new ones. pool and hot tub was closed even tho i specifically bought this booking because expedia said it was available. fire pit was nice and they had a great fourth of july celebration"

Reviewed on 5 July 2026

Grand Summit Resort, A Vail Resorts Property
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
The price is NZ$522 per night from 28 July to 29 July
NZ$522
28 July - 29 July
includes taxes & fees
9.4/10 Exceptional! (854 reviews)
"The hotel was beautiful very tranquil. Lots to see and do. The staff were friendly and attentive to the guests. The food in the restaurant was amazing. The staff there were also friendly. It was so peaceful in the mountains and the hotel grounds were beautiful."

Reviewed on 29 June 2026

Kimpton Taconic Hotel by IHG
See all 2,143 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.
See properties

Frequently asked questions

How much does a Shaftsbury holiday package cost?
You can grab a holiday package to this popular destination on Expedia. However, how much your holiday 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 holiday packages, organise 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 holiday, 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 travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Shaftsbury holiday as a package?
Expedia holiday 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 customised Shaftsbury holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday 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 favourite 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 accommodation 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 accommodation: After you've nailed down your dates and duration, book the right Shaftsbury holiday package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.