Cheap Vacations in Berkshire County
- Berkshire County vacations
- 3-night Berkshire County vacations
- 4-night Berkshire County vacations
- 5-night Berkshire County vacations
- 6-7 night Berkshire County vacations
Berkshire County vacations
Price found within the past 48 hours. Click for updated prices.
4-night Berkshire County vacations
Price found within the past 48 hours. Click for updated prices.
6-7 night Berkshire County vacations
Price found within the past 48 hours. Click for updated prices.
Top places to visit in Berkshire County
Lenox
Flight deals to Berkshire County
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
MCO
Orlando
BDL
Hartford
$88 Roundtrip, found 6 days ago
$88
Roundtrip
found 6 days ago
SJU
San Juan
BDL
Hartford
$128 Roundtrip, found 10 hours ago
$128
Roundtrip
found 10 hours ago
ATL
Atlanta
BDL
Hartford
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Top rated hotels for your Berkshire County vacation
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
8 mi from city center
$110 nightly
The price is $123 total per night
$123 total
Apr 20 - Apr 21
Total with taxes and fees
Located in Williamstown, Vacation Village in the Berkshires is a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain Coaster.
Pool
Parking included
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Free Cancellation
18.65 mi from city center
$133 nightly
The price is $149 total per night
$149 total
May 14 - May 15
Total with taxes and fees
A stay at Hotel Downstreet, an Ascend Collection Hotel places you in the heart of North Adams, steps from MCLA Gallery 51 and North Adams City Hall.
Pool
Hot Tub
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
2.7 mi from city center
$108 nightly
The price is $120 total per night
$120 total
May 18 - May 19
Total with taxes and fees
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Berkshire County
View all propertiesLowest 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.
Top Picks
- Berkshire County Hotels
- Hotels with Shopping in Lee
- Lanesborough Hotels
- 4 Star Hotels in Lenox
- Hotels with a Wedding Venue in Lenox
- 5 Star Hotels in Lenox
- Pittsfield Hotels
- Kid Friendly Hotels in Lenox
- Resorts in Lenox
- Hotels with Childcare in Lenox
- Lodges in Berkshire County
- Hotels with Suites in Lee
- Extended Stay Hotels in Berkshire County
- Hotels with Tennis Courts in Lee
- Cheshire Hotels
- Boutique Hotels in Pittsfield
- Hotels with Room Service in Lenox
- Lenox Hotels
- Romantic Getaways & Hotels in Lee
- Gay Friendly Hotels in Berkshire County
- Hotels near Jiminy Peak Mountain Resort
- Business Hotels in Lenox
- Spa Resorts & in Lenox
- Hotels with Balconies in Pittsfield
- Golf Resorts & in Lenox
- Luxury Hotels in Berkshire County
- Hotels near Pittsfield Municipal
- Business Hotels in Berkshire County
- Romantic Getaways & Hotels in Lenox
- 5 Star Hotels in Lee
- Hotels with a Gym in Pittsfield
- Farmstay in Berkshire County
- Lee Hotels
- 5 Star Hotels in Pittsfield
- Hotels with Tennis Courts in Berkshire County
- B&B in Berkshire County
- Hotels with Kitchenettes in Pittsfield
- Historic Hotels in Lee
- Flights from Cheshire
- Flights from Austin to Pittsfield
- Flights from Greensboro to Pittsfield
- Flights from Orlando to Pittsfield
- Flights from Richmond to Pittsfield
- Flights from Chicago to Pittsfield
- Flights from Houston to Pittsfield
- Flights from Boston to Pittsfield
- Flights from Geneva to Pittsfield
- Flights from Pittsfield Municipal
- Flights from Las Vegas to Pittsfield
- Flights from Cleveland to Pittsfield
- Flights from Nashville to Pittsfield
- Flights from Buffalo to Pittsfield
- Flights from Raleigh to Pittsfield
- Flights from Los Angeles to Pittsfield
- Flights from Colorado Springs to Pittsfield
- Flights from Newark to Pittsfield
- Flights from Augusta to Pittsfield
- Flights from Fayetteville to Pittsfield
- Flights from Salt Lake City to Pittsfield
- Flights from Denver to Pittsfield
- Flights from New Orleans to Pittsfield
- Flights from Jacksonville to Pittsfield
- Flights from New York to Pittsfield
- Flights from Pittsburgh to Pittsfield
- Flights from Spokane to Pittsfield
- Flights from Phoenix to Pittsfield
- Flights from Lexington to Pittsfield
- Flights from Seattle to Pittsfield
- Flights from Philadelphia to Pittsfield
- Flights from Kansas City to Pittsfield
- Flights from Savannah to Pittsfield
- Flights from San Francisco to Pittsfield
- Flights from Columbus to Pittsfield
- Flights from Tampa to Pittsfield
- Flights to Pittsfield
- Flights to Berkshire County
- Flights from Palm Springs to Pittsfield
- Flights from Wichita to Pittsfield
- Flights to Lee
- Flights from Huntsville to Pittsfield
- Flights from San José to Pittsfield
- Flights from Hancock
- Flights from Charlotte to Pittsfield
- Flights from Dalton
- Flights from Milwaukee to Pittsfield
- Flights from Amsterdam to Pittsfield
- Flights from Atlanta to Pittsfield
- Flights from Minneapolis - St. Paul to Pittsfield
- Flights from Baltimore to Pittsfield
- Flights from Fort Myers to Pittsfield
- Flights from Oklahoma City to Pittsfield
^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 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.
