Shaftsbury Holidays

Photo by Hannie

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 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

Top hotels in Shaftsbury

The Governor's Rock Motel DF ROCKLLC

The Governor's Rock Motel DF ROCKLLC

2 out of 5
4325 Vermont Rte 7a, Shaftsbury, VT
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (20 reviews)
"Great room for our needs with pet!!!"

Reviewed on 4 Aug 2025

Get rates
The Governor's Rock Motel DF ROCKLLC
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 €180 per night from 3 Sept to 4 Sept
€180
3 Sept - 4 Sept
includes taxes & fees
7.2/10 Good! (518 reviews)
"When we arrived the front desk had 2 people working with numerous check ins as there was a convention checking in as well as other guests. They were understaffed in many departments. The elevator rug needed replacement as it was dirty and worn. The side entrances were full of large spider webs and ..."

Reviewed on 21 Aug 2025

The Equinox Golf Resort & Spa
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 €138 per night from 24 Sept to 25 Sept
€138
24 Sept - 25 Sept
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Good value."

Reviewed on 25 Aug 2025

Hotel Downstreet, Ascend Hotel Collection
See all 1,988 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.

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.

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