Search The Berkshires Flights
Change your flight without a fee on select flights
Money Saving Bundle when you purchase Hotel + Flight!
Get mobile alerts about flight delays, gate changes and more with the FREE Wotif app
Destination airport | The Berkshires |
Need a Car For After Your Flight?
Economy
Chevrolet Spark or similar
Compact
Ford Focus or similar
Midsize
Toyota Corolla or similar
SUV
Jeep Compass or similar
Hotels in The Berkshires
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,004 reviews)
"Quiet, clean, beautifully landscaped- such a comfy bed!"
Reviewed on 13 Sept 2025
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
The price is NZ$211 per night from 21 Sept to 22 Sept
NZ$211
21 Sept - 22 Sept
includes taxes & fees
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (640 reviews)
"Clean, bright, great value, love the hot tub and pool!"
Reviewed on 15 Sept 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
The price is NZ$264 per night from 23 Sept to 24 Sept
NZ$264
23 Sept - 24 Sept
includes taxes & fees
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (727 reviews)
"Check-in and check-out was seamless, the room was spacious,clean, comfortable and well equipped. Swimming pools were well maintained and very clean. The stairs were a bit difficult for seniors…great stay!"
Reviewed on 16 Sept 2025
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.
Discover top hotels, vacation package, cheap car rental deals and more with Wotif!
Airport
Destinations For You
Hotels
- Hotels in North Shore
- Oahu Family Hotels
- Hotels in Woburn
- Hotels in Dorchester
- Hotels in Martha's Vineyard
- Hotels in Downtown Boston
- Hawaii Island All Inclusive Hotels
- Maui Beach Hotels
- Hotels in Maui
- Hotels in Kauai
- Hotels in Wellesley
- Hotels in Catalina Island
- Oahu All Inclusive Hotels
- Hotels in Hawaii Island
- Hotels in Hanson
- Hotels in Braintree
- Hotels in Oahu
- Hotels in Heartland
- Hotels in Aspen Snowmass
- Hotels closest to Logan Park
- Hotels in Norwood
- Hotels in North End
- Hotels in Back Bay
- Hotels in Waltham
Activities
^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.