Shaftsbury Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Your Shaftsbury Holiday

Our holiday packages to Shaftsbury give you the power to customise 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 holiday to Shaftsbury today.

Shaftsbury Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Lake Shaftsbury State Park, Prospect Mountain Cross-Country Ski Centre and Woodford State Park

Top hotels in Shaftsbury

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! (241 reviews)
"It was such a great place. We loved all of it, and will stay longer next time. Thankful for the host’s kindness."

Reviewed on 5 Aug 2026

Get rates
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT
Fully refundableReserve now, pay when you stay
£89
30 Aug - 31 Aug
includes taxes & fees
8.2/10 Very good! (1,009 reviews)
"Very disappointed that pool was not available. 3rd July in a row."

Reviewed on 9 Aug 2026

Hotel Vervana, Trademark Collection by Wyndham
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT
Fully refundable
£204
7 Sept - 8 Sept
includes taxes & fees
9.4/10 Exceptional! (860 reviews)
"Excellent amenities and perfect if you're traveling with a dog to VT. Rooms are very nice albeit a bit small and very low water pressure in the shower."

Reviewed on 3 Aug 2026

Kimpton Taconic Hotel by IHG
See all 2,120 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
Pet Friendly Holidays
Pet Friendly Holidays
Holiday in Month
Where to go when
Where to go when

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

Robert Frost Stone House Museum

9.0/10 (12 reviews)
You can spend time studying the exhibits at Robert Frost Stone House Museum in South Shaftsbury. Discover the mountain views and cafes in this trendy area.
See properties

Shaftsbury Historical Society Museum

You can spend an afternoon exploring the galleries in Shaftsbury Historical Society Museum during your travels in Shaftsbury. Discover the mountain views and cafes in this relaxing area.
See properties

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 relaxing area.
See properties

Frequently asked questions

Why should I book my Shaftsbury holiday with Expedia?
Choose Expedia to arrange your next big adventure simply and all in the same place. Our insider tip for landing a terrific deal on a Shaftsbury getaway? Bundle your flights, accommodation and/or car hire into a package holiday. Then add a couple of exciting tours and activities. Most bookings also include flexible cancellation policies, so there's no need to panic if you have to change your travel plans. Round-the-clock assistance with making tweaks to your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Shaftsbury?
Shaftsbury can get busy in January, June and August, so if you want to escape the crowds, travel in March, April and November. With average daytime temperatures of -6ºC, January is the coolest month in Shaftsbury. The warmest month is July, when you can experience averages of 21ºC throughout the day. Whatever the weather, you'll find plenty of things to keep you entertained here.
What are the top hotels for my holiday in Shaftsbury?
Cosy Converted Barn on Secluded 6.5 acres with Hot Tub in the South Shaftsbury neighbourhood is an excellent choice for a Shaftsbury holiday. Book a room here and you'll be in a perfect position to discover all that this vibrant city has to offer.
How do I get a cheap holiday to Shaftsbury?
Search for flights that fit your schedule, add a hotel room to your booking and watch the savings rack up with a Shaftsbury holiday. It's as simple as that! From flights and hotels to hire cars and tours, Expedia is where your cheap holiday begins. And with over 400 air carriers and 321,000 hotel options globally to pick from, you'll never be short of choice. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Shaftsbury holiday?
There's an almost endless list of things to explore while enjoying a holiday in Shaftsbury. Bennington Battle Monument, Hemmings Motor News Car Lovers Convenience Store & Vehicle Display, Lake Shaftsbury State Park and Bennington Potters Yard are a few of this city's most popular attractions.
What is the best area to stay in when on holiday in Shaftsbury?
Shaftsbury has a number of fascinating places to see, including Lake Shaftsbury State Park. Stay someplace nearby and make sightseeing stress-free.
Do I need a visa for my Shaftsbury holiday?
Check the latest rules on official government websites. Your nationality and whether you're visiting for business, leisure or study will determine if you'll require a visa for Shaftsbury. Find out about the application process, including any required documentation, turnaround times and fees. Start your application well in advance to allow plenty of time for processing. Some visas may take several weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Shaftsbury holiday?
Do some research into the sorts of clothing people in Shaftsbury wear, and maybe even browse style blogs for some fashion inspiration. Aim to create a versatile wardrobe full of pieces that suit your destination and show off your personal style. Daytime temperatures in January, Shaftsbury's coolest month, are around -6ºC. July marks this city's warmest month when the average temperature reaches 21ºC. Our suggestion? Take the guesswork out of packing and check the weather forecast.
What does an Expedia Shaftsbury holiday include?
Expedia has all you need to plan your Shaftsbury getaway, but what goes into your package is your call. Select from any combination of flights, hire cars and hotels. Searching for a few activities to keep you entertained? Once you've made your booking, you can add them on too. No matter your budget or style, there's a package to meet your needs. Explore a huge range of property types and choose one that matches the size of your group. The most in-demand holiday rentals here are private holiday homes and apartments. With Expedia, you can easily customise your Shaftsbury escape the way you like.
Does Expedia offer Book Now, Pay Later Shaftsbury holidays?
Yes, we do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply select the payment plan that works for you during checkout and take away the stress of budgeting for your trip. Make sure you bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:
  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna can help. Paying in multiple instalments will make your holiday dreams possible.
  • No-deposit holidays: If not paying ahead of time for your trip makes pressing that "book now" button more stress-free, opt for a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!
Can I choose my airline with a Shaftsbury Expedia holiday?
Yes, and with over 400 airlines to pick from across the globe, you have loads of choice. Browse the available options and see which airline best fits your needs and budget.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.