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How Much Does it Cost To Fly To The Berkshires?

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

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Flight Info
Destination airport
Bradley Intl.
Destination city name
Hartford
Return price
NZ$514

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Hotels in The Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
The price is NZ$182 per night from 23 Apr to 24 Apr
NZ$182
23 Apr - 24 Apr
includes taxes & fees
Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...
8.8/10 Excellent! (2,335 reviews)
While this is a good value for the money for a one bedroom with separate kitchenette and living area, this is basically 2nd or 3rd rate for a timeshare unit. Couch is uncomfortable to sit on and bed isn't the best. Didn't provide some very basics, such as dish soap to wash dishes and pans which are ...

Reviewed on 18 Apr 2026

Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is NZ$193 per night from 26 Apr to 27 Apr
NZ$193
26 Apr - 27 Apr
includes taxes & fees
Stay at this golf lodge in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (911 reviews)
The rooms were beautiful and the kitchen had everything needed. The staff was SUPER friendly also. My kids loved the pool and the hot tub but mainly the hot chocolate which was free. It's like they died and went to cocoa heaven🤣 we will DEFINITELY be back to visit again. It was peaceful and quiet. ...

Reviewed on 21 Apr 2026

Berkshire Mountain Lodge
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
The price is NZ$142 per night from 26 Apr to 27 Apr
NZ$142
26 Apr - 27 Apr
includes taxes & fees
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,000 reviews)
Room was clean. AC was efficient. staff were friendly and helpful. Breakfast was passable, a few choices. Gym was small and limited but got the job done. All the basics you’d expect from a Quality Inn, plus a great location right in downtown!

Reviewed on 20 Apr 2026

Quality Inn Great Barrington
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.

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^Savings based on all package bookings made with Flight + Hotel on Wotif.co.nz from , 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.