Hinsdale Vacations

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Your Hinsdale Vacation

Entertainment, history, art and more … It's all waiting for you with a Hinsdale vacation package. And with the ability to easily customize your city break, it's guaranteed to be one that's difficult to forget. A trip to Hinsdale is a terrific opportunity to do a bit of sightseeing. Be sure to stop by well-known attractions like Wahconah Falls State Park, Crane Museum of Papermaking and Canoe Meadows Wildlife Sanctuary. Don't delay visiting this city any longer. Your ultimate Hinsdale vacation is a few quick clicks away with Expedia.

Hinsdale Hotel Deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $141 total per night from Jan 6 to Jan 7
$141 total
Jan 6 - Jan 7
Total with taxes and fees
8.6/10 Excellent! (2,196 reviews)
The rooms are clean, the pool is nice and the location is perfect for Jiminy Peak!

Reviewed on Jan 2, 2026

Vacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
$116 nightly
The price is $130 total per night from Feb 2 to Feb 3
$130 total
Feb 2 - Feb 3
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
friendly accommodating staff

Reviewed on Jan 1, 2026

Hotel Downstreet, an Ascend Collection Hotel
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
$98 nightly
The price is $109 total per night from Jan 9 to Jan 10
$109 total
Jan 9 - Jan 10
Total with taxes and fees
8/10 Very Good! (1,006 reviews)
Staff was very pleasant and friendly. From front desk to valet.

Reviewed on Jan 1, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
See all 1,127 properties in Hinsdale
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 the Best Hinsdale Vacation Packages

Hinsdale Essential Information

Language
English
Currency
U.S dollars
Population
1,900
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Jiminy Peak Mountain Resort, Bousquet Ski Area and October Mountain State Forest

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Frequently asked questions

How much does a Hinsdale vacation package cost?
You'll find cheap prices on Expedia for your Hinsdale getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Hinsdale costs.
What are the cheapest months to go to Hinsdale?
November, December and January are the best times to look for cheap Hinsdale vacation packages. Traveling in quieter periods means you can usually find lower prices on flights and accommodations.
How many days is enough for Hinsdale?
Generally, a handful of days is enough to visit the top attractions during your Hinsdale vacation. However, if you want to have some time to kick back or go on day trips, consider extending your trip.
How to find the best Hinsdale package deals?
Use Expedia's handy filters to find some unbeatable Hinsdale package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Hinsdale package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Hinsdale vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations separately. Better still, you can tailor your Hinsdale trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Hinsdale?
If you're considering a spontaneous Hinsdale adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Hinsdale vacation packages?
Secure your dream escape to Hinsdale with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or hold off until your next paycheck — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snag great deals before they sell out.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.