Save up to AU$2,500 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Discover the most popular places to visit in The Berkshires
Tanglewood Music Center
9.6/10 (457 reviews)
Tanglewood enchants as the summer home of the Boston Symphony Orchestra, set in the picturesque Berkshire Hills. Enjoy world-class performances while picnicking on the expansive lawns as the sun sets over the mountains.
Jiminy Peak Mountain Resort
8.8/10 (311 reviews)
Southern New England's largest ski resort transforms into a summer playground with thrilling attractions. Glide down 45 winter trails or ride the Mountain Coaster through Berkshire Mountain scenery.
Photo by Caminante
Open Photo by Caminante
Massachusetts Museum of Contemporary Art
9.4/10 (246 reviews)
This converted factory houses one of America's largest contemporary art museums. Wander through MASS MoCA's vast industrial galleries to experience thought-provoking works that transcend artistic boundaries.
Williams College
9.4/10 (534 reviews)
Williams College offers a prestigious liberal arts education amid the scenic Berkshire Mountains. Visitors can explore the renowned Williams College Museum of Art and attend public lectures in this intellectual haven.
Photo by Adnan Kakazai
Open Photo by Adnan Kakazai
Norman Rockwell Museum
9.4/10 (347 reviews)
This gallery houses the world's largest collection of Norman Rockwell's iconic American illustrations. Explore his relocated studio on the scenic Berkshire estate for insight into his creative process.
Photo by Caitlin Reese
Open Photo by Caitlin Reese
Mount Greylock
9.4/10 (180 reviews)
Massachusetts' highest peak rewards hikers with panoramic views stretching 90 miles on clear days. Explore the Appalachian Trail segment or stay overnight at the historic Bascom Lodge for a summit sunrise experience.
National Shrine of the Divine Mercy
9.0/10 (83 reviews)
This serene sanctuary in the Berkshire Mountains is a centre for Divine Mercy devotion inspired by Saint Faustina. Visitors can join the daily 3:00 PM Chaplet or walk contemplative trails.
Lee Premium Outlets
8.2/10 (265 reviews)
You can do some window-shopping at Lee Premium Outlets during your visit to Lee. Amble around the area's gardens or attend a sporting event.
Top Golf The Berkshires Hotels
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
"Property is tired. Carpeting needs to be replaced. Room furniture needs to be replaced/TVs updated. Staff was very accomodating, helpfull, energetic."
"Appreciated the breakfast and very pleasant seating area. Our room was spacious and comfortable. Front desk staff were helpful. It can be difficult to navigate a left turn onto main road because there’s no traffic light. Overall, we enjoyed our stay"
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.
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.
If you’re looking for a seamless holiday that includes pre-booked tee times, luxurious stays—in other words, that hole-in-one experience without the hassle of planning every detail—then The Berkshires golf packages are just your thing.
How can I book a golf holiday in The Berkshires with Expedia?
Click on “Packages”, then, select your destination and the dates of your stay, and browse the list of The Berkshires golf packages. Find the one that suits you, and you’ll be all set to tee off on your next adventure.
Are golf holidays in The Berkshires suitable for families?
Absolutely—many The Berkshires golf holiday packages offer a variety of activities beyond the fairway, so that everyone, from the littlest putters to the seasoned golfers, finds something enjoyable. You can find golf and accommodation packages for The Berkshires with family-friendly amenities by ticking the “Family-friendly” box in the filter on the left.
What are some tips for choosing the perfect golf package in The Berkshires?
Think about what you want from your holiday. Whether you want to spend your whole day on the green, or prefer a package that includes opportunities for sightseeing, you can refine your The Berkshires golf holiday package to suit you. Read reviews carefully and confirm that there are no hidden costs involved.
How can I find excellent deals on golf holidays in The Berkshires?
Finding excellent deals on The Berkshires golf holidays is about timing and flexibility. Set price alerts and consider swinging into the off-season when prices may be lower, or opting for a midweek departure.
How can I discover last-minute golf holiday deals in in The Berkshires?
To discover last-minute golf holiday deals, you need to be ready to take a swing at opportunities as they arise, so search for Expedia’s last-minute holiday deals to find golf and accommodation packages for The Berkshires at short notice—keep out for a green box above the price, as that will let you know if you’ve found any potential savings.
How can I find golf spa holiday packages in The Berkshires?
Filter your list of The Berkshires golf holiday packages, selecting “Spa” from the list on the left, to find the ones that include spa amenities.
How can I find pet-friendly golf holiday packages in The Berkshires?
Use the filter on the left and tick “Pet-friendly” under amenities. That way, the whole family, including woofer, can enjoy your The Berkshires golf holiday.
How can I find great weekend golf holiday packages in The Berkshires?
Just enter your dates, use the “Sort by” menu on the top right to find some of the cheapest deals on The Berkshires weekend golf packages, and you’re ready to tee off for the weekend.
Why should I book a golf holiday package in The Berkshires with Expedia?
Booking a The Berkshires golf package holiday with Expedia is like having the perfect caddy for your trip planning—they know the course, can bundle everything in one bag, and even help you avoid the bunkers when it comes to booking your trip. Plus, their customer service is always on par with your needs.
Can I cancel my golf holiday booking in The Berkshires with Expedia?
Yes, just select your golf getaway with “free cancellation” by filtering the payment options. You can find “Buy now Pay later” options this way, too. Just be sure to read the cancellation policy carefully to avoid any penalties.