Hinsdale Vacations from $403

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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.

The Latest Hinsdale vacation packages

Price found within the past 48 hours. Click for updated prices.
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Price was $547, price is now $403 per person
$403
per person
Dec 26 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
17.6/10 Exceptional! (3 reviews)
The room was nice and clean, but the hotel itself was still under construction and it took 45 minutes for us to get in our room for check-in I was able to ask for extended check out and we got two complementary drinks from the bar but overall they should have waited to open

Reviewed on Nov 12, 2025

Gedney Farm

Gedney Farm

3.5 out of 5
Save 100% on your flight
Price was $759, price is now $523 per person
$523
per person
Dec 27 - Dec 31
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
18.4/10 Exceptional! (132 reviews)
My wife and I chose Gedney Farms at the last minute to enjoy a quick escape from the city. The staff was friendly and welcoming. The checkin and checkout experience was seamless. The room had a truly rustic charm, and clean and orderly. In the morning we took a nice walk on the grounds. For a quick and relaxing getaway, Gedney Farms is a great choice.

Reviewed on Nov 2, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $1,615, price is now $1,153 per person
$1,153
per person
Dec 26 - Dec 30
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
14.8/10 Exceptional! (567 reviews)
Nice room, comfortable bed. This is an old grand hotel in tip top shape. We often stay in this type of hotel in NH and VT and found the Equinox to be the best maintained of them all. All the architectural class of its age in virtually new condition. Nice, reasonably priced onsite dining. We didn’t use the large indoor pool but it looked first class. Pleasant staff. We hope to return. Recommend “Ok for breakfast”, a 2nd floor breakfast & lunch restaurant downtown.

Reviewed on Oct 27, 2025

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Save 100% on your flight
Price was $988, price is now $709 per person
$709
per person
Dec 27 - Dec 31
found 22 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
18/10 Exceptional! (1,002 reviews)
Absolutely love it Staff is lobbing, attentive and respectful They gave us directions for a beautiful restaurant where we had excellent service Zinc Bistro, which I totally recommend now Beautiful rooms, special, wonderful well done breakfast (as one expects from a real B&B) Perfection.

Reviewed on Nov 11, 2025

Hotel Brookmere & Arbor Spa

Hotel Brookmere & Arbor Spa

4 out of 5
Price was $519, price is now $407 per person
$407
per person
Dec 26 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
18.4/10 Exceptional! (218 reviews)
Room spotless. However no cups in bathroom. Wine chiller did not work and had to be replaced. Also had to request clothing hangers for clothing. Only two hangers were in room.

Reviewed on Nov 9, 2025

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Hinsdale Hotel Deals

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Hinsdale MA
9.6/10 Exceptional! (19 reviews)
Had a great 3-day experience and would return. For clarity, this is a single room with a sleeper sofa bed, mini fridge, and 2 chairs. Accommodations are minimal, however location is fantastic for the beauty of the outdoors.

Reviewed on Sep 10, 2025

Get rates
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
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
$94 nightly
The price is $105 total per night from Nov 20 to Nov 21
$105 total
Nov 20 - Nov 21
Total with taxes and fees
8.6/10 Excellent! (2,135 reviews)
My room was amazing nice view of the mountains the staff were very friendly they have a beautiful indoor pool amazing hot tub and cute movie theater along with a game room and other activities

Reviewed on Nov 17, 2025

Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $135 total per night from Nov 30 to Dec 1
$135 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (758 reviews)
The suites were large. Nice to have separate bedroom. Kitchen with all the basics. Perfect for a getaway

Reviewed on Nov 14, 2025

Berkshire Mountain Lodge
See all 1,132 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 from $403 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.