$34 Cheap flights to Berkshire County
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Top places to visit in Berkshire County
Cheap flights to Berkshire County from $34 One Way, $74 Round Trip
$74 return flights and $34 one-way flights to Berkshire County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | Windsor Locks | November 21 to December 1 | $262 |
| RSW | Windsor Locks | November 23 to November 28 | $292 |
| JFK | Latham | November 23 to November 25 | $346 |
| RSW | Latham | November 21 to November 29 | $818 |
Find The Perfect Hotel For After Your Flight
Score Epic Berkshire County Accommodation Deals
Vacation Village in the Berkshires
Clean beautiful place
Reviewed on Nov 18, 2025
Berkshire Mountain Lodge
The suites were large. Nice to have separate bedroom. Kitchen with all the basics. Perfect for a getaway
Reviewed on Nov 14, 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Very good service
Reviewed on Nov 13, 2025
The Williams Inn
Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!
Reviewed on Nov 14, 2025
Need a Car For After Your Flight?
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Berkshire County
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.