Shaftsbury Vacation Packages

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Your Shaftsbury Vacation

Our vacation packages to Shaftsbury give you the power to customize your own adventure. Tailor your getaway to suit your interests and needs and make the most of your time in this fantastic city. Fill up your itinerary with visits to Sugar Shack, Lake Shaftsbury State Park and Park McCullough House, some of the attractions you shouldn't miss during your trip to Shaftsbury. Check out Expedia's extensive range of travel options and begin planning your ideal vacation to Shaftsbury today.

Top Shaftsbury Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was CA $1,318, price is now CA $1,134 per person
CA $1,134
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
9/10 Wonderful! (579 reviews)
I stayed here for a work trip to a remote project site. This place was very impressive for the money. The rooms were large and had everything. The place was clean and staff very pleasant and accommodating. I didn’t expect a lot for what I paid but was pleasantly surprised.

Reviewed on Aug. 23, 2025

Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was CA $2,478, price is now CA $1,747 per person
CA $1,747
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
9/10 Wonderful! (2 reviews)
Prospect was a wonderful stay with very friendly staff. The property is very well maintained. We had a great time with the all the lake activities. Would definitely recommend for a quick getaway

Reviewed on Jun. 23, 2025

Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay

Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay

3 out of 5
Price was CA $3,561, price is now CA $2,995 per person
CA $2,995
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
No reviews
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was CA $1,367, price is now CA $1,199 per person
CA $1,199
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
8.6/10 Excellent! (1,957 reviews)
If your hiking Mt Greylock this is a fantastic location. We arrived late and left early so we didn't get to use anything on the property but it did look at nice place for families to stay it. We did sit by the outdoor fire pit for a while which was cool.

Reviewed on Aug. 21, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Price was CA $1,424, price is now CA $1,250 per person
CA $1,250
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
9/10 Wonderful! (697 reviews)
Handicap accessible

Reviewed on Aug. 22, 2025

Ready to book your vacation to Shaftsbury?

 

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Shaftsbury Hotel Deals

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
The price is CA $213 per night from Sep 1 to Sep 2
CA $213
CA $233 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (20 reviews)
"Great room for our needs with pet!!!"

Reviewed on Aug. 4, 2025

The Governor's Rock Motel DF ROCKLLC
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 CA $199 per night from Sep 22 to Sep 23
CA $199
CA $222 total
Sep 22 - Sep 23
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
All Good Except Noises
"There is room for improvement in sound proof. We could hear the women talking next door until late night. We could hear the motorists zooming by in the streets. We could hear the people talking in the hallway…Our sleep was affected by all these noises."

Reviewed on Aug. 21, 2025

Hotel Downstreet, Ascend Hotel Collection
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 CA $187 per night from Sep 3 to Sep 4
CA $187
CA $281 total
Sep 3 - Sep 4
includes taxes & fees
7.2/10 Good! (515 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 Aug. 21, 2025

The Equinox Golf Resort & Spa
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.
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Discover the most popular places to visit in Shaftsbury

Lake Shaftsbury State Park

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.

Lake Shaftsbury State Park

Frequently asked questions

How much does a Shaftsbury vacation package cost?
You'll find cheap prices from CA $1,134 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 many days is enough for Shaftsbury?
The ideal duration for your Shaftsbury vacation depends on what you'd like to do. Usually, a few days to a week will give you time to go to all the major attractions and discover some hidden spots along the way.
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 favourite 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.

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