Cheshire Holiday Packages

Save when you book Cheshire package deals

Choose two or more items and save on your trip:

Book your Cheshire holiday

Don't waste your hard-earned cash! Be a sensible spender with Wotif.

Our fantastic packages combine your hotels and flights to make life simpler.

This way, you'll have extra finances for your Cheshire holiday.

Many travellers save up to . Also, you have the flexibility to pick and choose from more than 550 airlines and 665,000 properties.

Some of the most competitive prices available can be found on Wotif. So pack your luggage, pull out your passport and get moving!

Cheshire Accommodation

Wotif's got your back when it comes to locking in the best place to stay. You'd best get cracking though. There are only 3 accommodations in Cheshire.

You've earned this getaway, right? Then it's fitting you should stay in a place with great facilities and excellent reviews. Our recommendations are the Topia Inn - An Organic Oasis and The Spring's Inn.

Holidays to Cheshire

Booked those plane tickets, packed your fave thongs but don't know a thing about Cheshire? Listen up. We'll let you in on this awesome destination.

Cheshire is just down the road from a few major cities that'll help you get your bearings. Just 8 kilometres to the north is Adams. The town isn't far from Pittsfield either. You only need to travel southwest for 15 kilometres before you hit it.

With so many awesome things on offer in the area, it's not hard to see why approximately 500 people call this area of The Berkshires home.

Top Cheshire hotels

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$173 per night from 30 Dec to 31 Dec
AU$173
includes taxes & fees
30 Dec - 31 Dec
The Yankee, Trademark Collection by Wyndham: Business-friendly hotel with free breakfast and free WiFi. Located near skiing.
"This hotel was awesome! We enjoyed the hot tub along with the fireplace in our room!"

Reviewed on 15 Dec. 2024

The Yankee, Trademark Collection by Wyndham
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$158 per night from 1 Jan to 2 Jan
AU$158
includes taxes & fees
1 Jan - 2 Jan 2025
Life House Berkshires: Pet-friendly lodge with free WiFi and free parking. Guests love the helpful staff!
"The coziest best hotel in area! Staff was so wonderful, room was perfect! Lobby bar and lounge is so great."

Reviewed on 19 Dec. 2024

Life House Berkshires
Hotel Downstreet

Hotel Downstreet

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is AU$207 per night from 6 Jan to 7 Jan
AU$207
includes taxes & fees
6 Jan - 7 Jan 2025
Hotel Downstreet: Pet-friendly hotel with free WiFi and free parking. Located near skiing.
"Stayed for a weekend wedding and it was a great location. Room was large"

Reviewed on 19 Dec. 2024

Hotel Downstreet
Don't see what you're looking for?
See all available properties in Cheshire
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.