Shaftsbury Holidays from £768

Book a Hotel + Flight or Car together to unlock savings

Photo by Hannie

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 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

    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.

Top Shaftsbury Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Valley Craft Ales

Valley Craft Ales

2 out of 5
per person
1 Oct - 8 Oct
found 16 hours ago
Return direct flight included
London (LON) to Albany (ALB)
8.6/10 Excellent! (134 reviews)
No tv No fridge no microwave No AC I know, it's my fault for not asking. I've gotten used to the "normal" amenities I will surely check from now on. The place was fairly clean.

Reviewed on 4 Aug 2025

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
per person
1 Oct - 8 Oct
found 16 hours ago
Return direct flight included
London (LON) to Albany (ALB)
9.4/10 Exceptional! (782 reviews)
Great location, nice front porch. Nice bar. There is no gym, breakfast, snacks, or gift shop, however, a clothing boutique is available. As a pet-friendly hotel, oftentimes I was interrupted by dogs barking and growling at each other - I felt I was at a kennel. Value for the room rate was underwhelming.

Reviewed on 24 Jul 2025

Four Winds Country Motel

Four Winds Country Motel

2 out of 5
per person
1 Oct - 8 Oct
found 16 hours ago
Return direct flight included
London (LON) to Albany (ALB)
8.4/10 Very Good! (502 reviews)
It was the only property left as they had a big horse show on that weekend. Jacked up prices during big events

Reviewed on 6 Aug 2025

Toll Road Inn

Toll Road Inn

2 out of 5
per person
1 Oct - 8 Oct
found 16 hours ago
Return direct flight included
London (LON) to Albany (ALB)
9/10 Wonderful! (463 reviews)
Clean, easy check in and check out!

Reviewed on 2 Jul 2025

The Governor's Rock Motel DF ROCKLLC

The Governor's Rock Motel DF ROCKLLC

2 out of 5
per person
1 Oct - 8 Oct
found 16 hours ago
Return direct flight included
London (LON) to Albany (ALB)
9/10 Wonderful! (19 reviews)
Great room for our needs with pet!!!

Reviewed on 4 Aug 2025

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

The Governor's Rock Motel DF ROCKLLC

The Governor's Rock Motel DF ROCKLLC

2 out of 5
4325 Vermont Rte 7a, Shaftsbury, VT
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
Peaceful Stay at Birds of a Feather Farm & Spa

Peaceful Stay at Birds of a Feather Farm & Spa

Shaftsbury, VT
The price is £211 per night from 3 Sept to 4 Sept
£211
3 Sept - 4 Sept
includes taxes & fees
9.6/10 Exceptional! (20 reviews)
Great Getaway
"Amazing… our stay was just what we needed. Everything you can think of was included at Peaceful Stay at Birds of a Feather Farm & Spa. The bed was super comfy, the towels were great, cannot say enough about this place. Highly recommend!"

Reviewed on 29 Jun 2025

Peaceful Stay at Birds of a Feather Farm & Spa
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is £176 per night from 7 Sept to 8 Sept
£176
7 Sept - 8 Sept
includes taxes & fees
9.6/10 Exceptional! (482 reviews)
"The property was spacious but still had a cozy feel."

Reviewed on 29 Jul 2025

The Williams Inn
See all 1,983 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

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.

* 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.