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.
Saratoga Casino Hotel
CA $1,499
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
9.4/10 Exceptional! (1,033 reviews)
Saratoga is always one of our favorite places, the Casino hotel is so enjoyable with an indoor pool and hot tub. Well maintained and friendly staff
Reviewed on Oct 15, 2026
Brook Bound Inn
CA $1,517
per person
Nov 25 - Nov 30
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
9.4/10 Exceptional! (19 reviews)
Our weeklong trip meandering the roads of Vermont was made more memorable by our stay at the Brook Bound Inn! The property is gorgeous and impeccably maintained! Our room was clean and so quiet! The bed was comfortable, and the blackout window blinds allowed us to sleep a little later than normal. The bathroom was very clean with a large shower and great smelling body wash, shampoo, etc. Jake and Hope were so helpful before and during our stay. We also appreciated the robust WIFI. We didn’t try the amazing pool this time, but we will for sure on our next trip!
Reviewed on Aug 30, 2026
Ready to book your vacation to Shaftsbury?
Shaftsbury Hotel Deals
Grand Summit Resort, A Vail Resorts Property
89 Grand Summit Way West Dover VT
Fully refundable
CA $224
CA $268 total
Oct 19 - Oct 20
includes taxes & fees
The Williams Inn
101 Spring Street Williamstown MA
CA $288
CA $322 total
Nov 9 - Nov 10
includes taxes & fees
Aspen At Manchester
5669 Main Street Manchester Center VT
Fully refundableReserve now, pay when you stay
CA $158
CA $190 total
Nov 2 - Nov 3
includes taxes & fees
8.8/10 Excellent! (705 reviews)
"Great location, simple room--minimalist but nice with microwave, fridge. Was a great place to set up headquarters for our trip to Vermont. Beautiful view behind the motel with firepits. It is a self-serve kind of property, which suited us well. We stayed 4 days and they didn't come to clean throughout. ..."
Reviewed on Oct 14, 2026
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.
Robert Frost Stone House Museum
9.0/10 (12 reviews)
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.
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.
Howard Park
10.0/10 (1 review)
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.
Maple Hill
Commune with nature and explore the great outdoors at Maple Hill during your travels in Shaftsbury. Wander the parks or discover the area's mountain views.
Frequently asked questions
How much does a Shaftsbury vacation package cost?
You'll find cheap prices from CA $1,324 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?
- Pick your dates: What you plan to do in Shaftsbury and your preferred season will help you decide when to go.
- 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.
- 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.
- 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.
