Berkshire County Holiday Packages

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Top Berkshire County hotels

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 24 May to 25 May
AU$168
24 May - 25 May
includes taxes & fees
Berkshire Mountain Lodge: Business-friendly lodge with free WiFi and free parking. Located next to a golf course.
"The rooms were so spacious, with a great kitchen full of dishware to use. The Staff were so kind, helpful and knowledgeable."

Reviewed on 21 May 2026

Opens in a new windowBerkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 25 May to 26 May
AU$168
25 May - 26 May
includes taxes & fees
Berkshires Untold: Pet-friendly lodge with free WiFi and free parking. Guests love the helpful staff!
"all very good for our 1 night stay!!"

Reviewed on 20 May 2026

Opens in a new windowBerkshires Untold
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is AU$150 per night from 25 May to 26 May
AU$150
25 May - 26 May
includes taxes & fees
Vacation Village in the Berkshires: Family-friendly condo with free WiFi and free parking. Located near skiing.
"Nice staff, nice room and facilities. Having stayed there several times happily and will be back again in June. Thanks."

Reviewed on 22 May 2026

Opens in a new windowVacation Village in the Berkshires
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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.

Your guide to epic deals and sweet holiday packages to Berkshire County

How much are holiday packages to Berkshire County?

You can book an awesome holiday in Berkshire County from just on Wotif. Check our deal cards for details.

What’s included in Wotif’s Berkshire County holiday package deals?

Berkshire County packages can bundle everything: flight + hotel + car hire. But you can go for hotel + car hire without the flight. Or flight + hotel. You do you.

Can I cancel my Berkshire County holiday plans on Wotif?

Yes. Within 24 hours of booking, you can cancel and get your money back on many of our packages. After 24 hours, your airline or hotel may charge a fee. Check your itinerary or our Customer Service Portal to know more.

How do I find the best holiday package to Berkshire County?

Just take a look through all our terrific offers or select your dream spot in Berkshire County, and we’ll serve up some delicious Berkshire County holiday deals that’ll make you swoon and save you cash.

How do I get the best holiday deals to Berkshire County?

We have stacks of ready-made holidays and luxury getaways in Berkshire County, and usually the more flexible you can be on dates, the better the deal. Simply enter your travel details and we’ll find you loads of wallet-friendly deals. You can filter by trip length, hotel stars and flight class and – ta-daa – best break ever. Added bonus: our Price Promise refunds the difference if you find a lower price up to 24 hours before check-in.

When is the best time to visit Berkshire County?

usually has the best bargain breaks when hotel prices are often cheaper, and Berkshire County is quieter. But for more of a buzz, plan your visit in .

Why choose Wotif to book your holiday package to Berkshire County?

Plan your trip to Berkshire County today and you could save on your next escape and pay just . With Wotif, you know you’ve got great flexibility and those awesome Mates Rates deals, too.