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Discover the most popular places to visit in The Berkshires
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.
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.
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.
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.
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.
Ski Butternut offers 22 diverse trails across 110 acres of terrain suitable for all skill levels. Morning visits reward skiers with freshly groomed slopes and the satisfaction of first tracks.
This serene sanctuary in the Berkshire Mountains is a center for Divine Mercy devotion inspired by Saint Faustina. Visitors can join the daily 3:00 PM Chaplet or walk contemplative trails.
You can find the perfect gifts to bring home at Lee Premium Outlets during your trip to Lee. Amble around the area's gardens or attend a sporting event.
"My husband and I stayed in one of the cottages on the property. It was very quaint, quiet and clean! The inclusive full breakfast is served hot and delicious. The presentation is amazing and the jam is homemade! You can actually purchase jars of the jam to take home, which we did!
Gluten free breakfast options are available! Thumbs up to the chef, friendly staff and to the owners of the Inn at Stockbridge. The only slight negative thing is they need to update the bath towels. This is a place we...
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.
Find amazing honeymoon vacations in The Berkshires
How to plan for a honeymoon in The Berkshires?
One of the best ways to start planning for your honeymoon vacation to The Berkshires is by settling on your dates. Traveling during the shoulder season offers a good compromise between prices, weather, and crowds. You'll also need to decide what type of accommodation you'd like to experience. In The Berkshires, Expedia offers everything from luxury resorts to inviting guest houses. Check out the vacation planning page for more tips on arranging your honeymoon to The Berkshires.
What are the top romantic activities for honeymooners in The Berkshires?
Some of the most popular intimate activities on your The Berkshires honeymoon package includes candle-lit dinners. The Berkshires is home to world-class restaurants where you'll encounter everything from local cuisine to international favorites. After your meal, enjoy a romantic stroll under the stars. You can also treat yourself to a couples-only spa day, with relaxing massages and indulgent treatments. Discovering The Berkshires's rich culture and fascinating scenery, just of the 2 of you, makes for storied moments that will last a lifetime.
Why should I choose a vacation package for my honeymoon in The Berkshires?
Package savings means you could score cheap The Berkshires honeymoon vacations when bundling together your flights and hotel. Booking your plane tickets and accommodation separately often means you'll end up paying more. While most flights are non-refundable and must be paid in full, you can usually secure your The Berkshires honeymoon package by paying a small upfront deposit. This gives you time to save up, and, in many cases, flexibility later if your 2026 plans change.
What does a The Berkshires honeymoon package typically include?
The Berkshires honeymoon packages include your return airfare and hotel room for the duration of the stay, as well as relevant taxes. For all-inclusive honeymoon packages, you'll also have all meals and drinks included. Honeymoon packages also include attractive savings compared to booking your flights and hotels separately. Keep your eyes peeled for the green label—this shows you how much you're saving by booking a package. Some The Berkshires honeymoon packages also include airport transfers, in-room Wi-Fi and more. On Expedia, you'll see a full list of what's included before booking.
How can I book my The Berkshires on Expedia?
To book your The Berkshires honeymoon vacation, start by comparing deals using the easy-to-use search wizard. All you need to do is pop your dates in and it'll throw up hundreds of some of the best offers within seconds. Play around with the nifty search filters to narrow down your search, too. You can filter for amenities, like ocean view and spa, as well as star rating, location, and property types. Once happy with your The Berkshires package vacation, you can book in a few easy clicks.
Why book your honeymoon with Expedia?
Thanks to some of the best deals on The Berkshires honeymoon vacations, you can save big when booking with Expedia. As well as fantastic savings, you'll also find the right trip for you thanks to a huge selection of hotels, resorts, guesthouses, and more. Vacation payment plans mean you can spread the cost of your The Berkshires vacation package over 3, 6, or 12 months.
Can I cancel my honeymoon package booking?
Yes, thanks to flexible booking on many The Berkshires honeymoon vacation packages, you can usually get a full refund if you decide not to go. Simply head to the “Trips” page to cancel. Keep in mind, though, that each package has different policies for canceling, so be certain of the policies before booking. Expedia clearly displays these before you reach checkout. When searching for your The Berkshires honeymoon vacation package, use the free cancellation filter to view all the flexible deals.
What types of honeymoon accommodations are available in The Berkshires?
Luxury hotels, trendy boutiques, and inviting guest houses are just some of the types of places you can stay at on your The Berkshires vacation. Whisk your partner away to one of The Berkshires's many 5-star hotels and treat yourselves to pampered luxury. There are even adults-only hotels for even more intimacy. Don't forget to use the property type and amenities search filters to home in on the right accommodations for your honeymoon vacation to The Berkshires.