Cheap flights from The Berkshires

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The Berkshires Flight Information
Origin airport IATA code
ALB

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Featured Hotels near The Berkshires

The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
The price is €156 per night from 6 Jul to 7 Jul
€156
6 Jul - 7 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at The Yankee Inn. During your stay, you'll be within walking distance of Guido's Marketplace. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
9.2/10 Wonderful! (1,014 reviews)
"Amazing. We stay here when we can. Always clean,beds super comfy.. Pillows wayyy too soft. Lol"

Reviewed on 1 Jul 2026

Opens in a new windowThe Yankee Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
The price is €157 per night from 30 Jul to 31 Jul
€157
30 Jul - 31 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Berkshire Mountain Lodge. During your stay, you're just a quick walk from Guido's Marketplace. Free WiFi in public areas, free self-parking and an indoor pool are available.
9/10 Wonderful! (1,004 reviews)
"Friendly staff, great coffee and very clean ."

Reviewed on 1 Jul 2026

Opens in a new windowBerkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
The price is €161 per night from 6 Jul to 7 Jul
€161
6 Jul - 7 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Berkshires Untold. During your stay, you'll be within walking distance of Kennedy Park. Free WiFi in public areas, free self-parking and a restaurant are available.
9/10 Wonderful! (996 reviews)
"Nice place to stay."

Reviewed on 1 Jul 2026

Opens in a new windowBerkshires Untold
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Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
The price is €124 per night from 6 Jul to 7 Jul
€124
6 Jul - 7 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Vacation Village in the Berkshires. During your stay, you'll be within walking distance of Jiminy Peak Mountain Resort. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool. This comfortable condo has 360 condos over 2 floors. A fireplace and a patio are available in each condo.
8.8/10 Excellent! (2,412 reviews)
"Staff was super friendly, splash pad was being renovated so that wasn’t available m.. we had fun but hate that check in is so late and check out so early!"

Reviewed on 30 Jun 2026

Opens in a new windowVacation Village in the Berkshires
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is €196 per night from 20 Jul to 21 Jul
€196
20 Jul - 21 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Red Lion Inn. During your stay, you're just a quick walk from Housatonic River. Free WiFi in public areas, free self-parking and 3 restaurants are available. This property offers pet-friendly amenities, such as food and water bowls.
8.8/10 Excellent! (1,004 reviews)
"Staff was great. Cool place - so historic"

Reviewed on 30 Jun 2026

Opens in a new windowThe Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
The price is €116 per night from 21 Jul to 22 Jul
€116
21 Jul - 22 Jul
includes taxes & fees
The free breakfast at Quality Inn Great Barrington gets good marks from our customers. During your stay, you're just a quick walk from Mahaiwe Performing Arts Center. Free WiFi in public areas, free self-parking and a free manager's reception are available.
8.6/10 Excellent! (1,001 reviews)
"Room was spacious and clean with a comfortable bed. Easy parking, nice quiet location. Easy walk to town."

Reviewed on 1 Jul 2026

Opens in a new windowQuality Inn Great Barrington
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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.