Pittsfield Holiday Deals

Choose two or more items and save on your trip:

Pittsfield Holiday Package Deals

Stop wasting your time filling in online forms and paperwork. Airfares, hotel bookings, hire cars and amazing activities — at lastminute.com.au, we can bundle it all into a simple package. You'll also save heaps of pocket money for your Pittsfield adventure!

So, how about an extra ? With average savings like that, you won't have to feel too guilty about getting into the minibar or impulse-buying that airport souvenir.

With some 400 airlines and 282,000 worldwide hotels at your fingertips, the possibilities are endless! Craft a package to suit your tastes and travelling style.

We have some of the best-looking prices available. And that's not all. With our Price Pledge, if you find a lower price on your package or hotel within 24 hours of booking online, we'll match it by refunding you the difference.Terms and conditions apply.

Holidays in Pittsfield

Your last break feel like it was eons ago? Easy — book a ticket to Pittsfield and you'll be heading off in a jiffy!

It's situated 60 kilometres from Montpelier and its bustling streets.

Located 14 kilometres south, Mendon is definitely worthy of a visit. Lots of people come here to experience Killington Resort.

What could be more enjoyable than a leisurely stroll beside the water? Plan an excursion to Veterans Memorial Park Beach or North Beach for a sublime day out.

Head beyond Pittsfield and you'll stumble on some wonderful natural sights. Just 40 kilometres away, Quechee Gorge is a great place to kick back and relax. Another recommendation is Silver Lake State Park, 25 kilometres away from Pittsfield.

Located 50 kilometres away, Thompson Arena is a favourite for ice hockey enthusiasts. Pack a few pieces of green and white, and time your stay with a live game featuring the home team, the Dartmouth Big Green Men's. You can also throw your support behind the second home team, the Dartmouth Big Green Women's.

Spend your hours moving between the perfectly groomed pistes and a cosy fire at Okemo Mountain Resort and Mount Snow. From learners to the experienced, there's something to keep everyone amused at these snow-capped wonderlands.

How do you like the sound of the Norman Rockwell Museum and the Green Mountain National Golf Course? These sights are in Chittenden, just 8 kilometres south of Pittsfield. Or perhaps Lefferts Pond and the New England Maple Museum are more up your alley? To see them, go to Pittsford, 9 kilometres to the southwest.

Killington, 15 kilometres to the southeast, is a great day trip. You can use it as a base when stopping by Pico Mountain at Killington Ski Resort, the Killington Golf Course and Gifford Woods State Park. If you'd like more persuading, other close by attractions include Pico Peak and Black Dog Sports.

Getting to your flight on time can be a bit of a trial. That said, you should be fine if you've made a plan. The nearest terminal, Manchester-Boston Regional Airport (MHT), is 150 kilometres to the southeast.

Hotels in Pittsfield

Left finding your hotel in Pittsfield to the last minute? You've come to the right place! lastminute.com.au has 2 accommodations, so don't wait any longer!

With tried and trusted options like the Trailside Inn and The Mountain Top Inn & Resort, you'll be off the tarmac and into a cosy bed in no time at all.

Top hotels for your Pittsfield holiday

Killington area home - 4-seasons, hot tub and A/C

Killington area home - 4-seasons, hot tub and A/C

Pittsfield VT
With a stay at this vacation home in Pittsfield, you'll be in the mountains, just steps from Green Mountain National Forest and a 3-minute drive from Pittsfield ...
the house was great, and we especially enjoyed the pool table, hot tub, fireplace, and dart board. david was an excellent host and his property manager dave bascomb was also fantastic. 6 inches of snow came 2 days later, and our SUV with AWD couldn’t handle the uphill to the house, and we got stuck ...

Reviewed on 22 Feb 2026

Opens in a new windowKillington area home - 4-seasons, hot tub and A/C
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66 Randolph Center VT
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 19 Apr to 20 Apr
AU$157
19 Apr - 20 Apr
includes taxes & fees
Located in Randolph Center, My Place Hotel-Randolph VT is within a 5-minute drive of Whale Dance Sculpture and Vermont Veterans Memorial Cemetery.
It was pretty good all around.

Reviewed on 15 Mar 2026

Opens in a new windowMy Place Hotel-Randolph VT
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
The price is AU$217 per night from 19 Apr to 20 Apr
AU$217
19 Apr - 20 Apr
includes taxes & fees
With a stay at Killington Mountain Lodge, Tapestry Collection by Hilton in Killington, you'll be next to a golf course, just steps from Killington Resort and ...
Yes

Reviewed on 19 Mar 2026

Opens in a new windowKillington Mountain Lodge, Tapestry Collection by Hilton
Don't see what you're looking for?
See all available properties in Pittsfield
View all properties
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.

Popular places to visit

Top Picks

^Savings based on all package bookings made with Flight + Hotel on lastminute.com.au from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.