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Hinsdale flight + hotel packages

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Weathervane Motel

Weathervane Motel

2 out of 5
per person
Feb. 17 - Feb. 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
Stay at this motel in Manchester Center. Enjoy free WiFi, daily housekeeping, and satellite TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hildene and Equinox Preservation Trust are located nearby.
The Hotel Vervana at Bennington

The Hotel Vervana at Bennington

2.5 out of 5
per person
Feb. 17 - Feb. 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
Book a stay at this ski hotel in Bennington. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Bennington Museum are located nearby.
Valley Craft Ales

Valley Craft Ales

2 out of 5
per person
Feb. 17 - Feb. 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
Stay at this lodge in Wilmington. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions South Main Street and Jim McGrath Gallery and Studio are located nearby.
The Nutmeg

The Nutmeg

3.5 out of 5
per person
Feb. 17 - Feb. 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
Stay at this 3.5-star B&B in Wilmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Jim McGrath Gallery and Studio and Buzzy Park are located nearby.
Four Winds Country Motel

Four Winds Country Motel

2 out of 5
per person
Feb. 17 - Feb. 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
Book a stay at this business-friendly motel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dana L. Thompson Memorial Park and Lye Brook Falls are located nearby.

Top Hinsdale hotels deals

Berkshire Lake access

Berkshire Lake access

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Stay at this vacation home in Hinsdale. Enjoy free WiFi, a garden, and patios. Popular attractions Bas Ridge Golf Course and Wahconah Falls State Park are located nearby.
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

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Stay at this cabin in Hinsdale. Enjoy free WiFi, a garden, and patios. Popular attractions Bas Ridge Golf Course and Wahconah Falls State Park are located nearby.
Hotel Downstreet

Hotel Downstreet

3 out of 5
40 Main St, North Adams, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $167 per night
CA $167
CA $186 total
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Massachusetts Museum of Contemporary Art and Studio 21 South are located nearby.
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $139 per night
CA $139
CA $155 total
includes taxes & fees
30 Dec - 31 Dec
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Guido's Marketplace and Bousquet Ski Area are located nearby.
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $127 per night
CA $127
CA $142 total
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kennedy Park and Pleasant Valley Wilderness Sanctuary are located nearby.
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $234 per night
CA $234
CA $326 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Schantz Galleries and Mission House are located nearby.
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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.

Popular places to visit

Bas Ridge Golf Course

Play a round of golf in Hinsdale at Bas Ridge Golf Course, and enjoy other activities such as skiing. Wander the lakeside in this quaint area.

Bas Ridge Golf Course

Hinsdale Vacations

It's a good idea to know a thing or two about your destination before you jet off on your trip. Draw a circle around Hinsdale on a map now and start planning for an incredible adventure!

From the center of The Berkshires, you'll need to venture northeast for 8 miles (13 kilometers) to reach this neighborhood.

Places to visit in Hinsdale

Getting all your travel tips off the internet is a piece of cake, but don't be too surprised if that "secret waterhole" isn't as serene as they say it is. For the foremost attractions in Hinsdale, nothing beats speaking to the locals.

Where do you fly into for Hinsdale?

Grab your bags and your passport and get ready for a memorable adventure. The moment you arrive at Bradley International Airport (BDL), you'll be just 40 miles (64 kilometers) southeast of Hinsdale.

Frequently asked questions

How much are vacation packages to Hinsdale?
With Travelocity vacation packages, you could paint the town red in Hinsdale for as low as CA $683. Flights, hotels and experiences — we’ve got it all. You’ll make great savings just for combining your bookings. With all of that taken care of before you even set off, you don’t have to worry about a thing.
How long should my Hinsdale vacation be?
Most travelers opt to spend about 2 nights in Hinsdale, but it’s your call. If you intend to venture out and explore all the amazing things this location offers, why not hang around for a little bit longer?
Where can I get the best vacation package deals for Hinsdale?
No matter how you travel, Travelocity can help you find a great Hinsdale package deal. The only thing you have to do is pick and choose between our 400 air carriers and 1,000,000 properties worldwide.
Why should I book my Hinsdale vacation bundle via Travelocity?
With our Price Match Guarantee, we’ll match any cheaper price you’re able to find. Add to that our 24/7 customer support and top-shelf service and the vacation you’ve been dreaming of is closer than ever before.
Can I save money on my Hinsdale car rental if I book it with my hotel or flight?
With a Hinsdale vacation package, you can combine your car, hotel and flight bookings and save a whole lot. If you’re eager to see the best of this awesome part of the world, why not check out Fenway Park? This top sight is 161 kilometers from Hinsdale. With a rental car, you’ll be there in a flash.
Which airport is best for Hinsdale?
Bradley Intl. Airport (BDL), around 64 kilometers southeast of central Hinsdale, is likely to be where you’ll step off the plane. Your other options are Albany Intl. Airport (ALB) (64 kilometers away from central Hinsdale) and Hartford, CT (HFD-Hartford - Brainard) (88 kilometers away from central Hinsdale).
What is there to do in Hinsdale?
Bas Ridge Golf Course is just one of the awesome sights that make Hinsdale such a popular tourist destination. But give yourself enough time to explore the city’s lesser-known attractions too. This is sometimes where the best vacation memories are made.
Where should I stay when visiting Hinsdale?
If you’re looking for a place to base yourself, consider the Berkshire Cabin by Lake Ashmere. It’s the top pick for many visitors.

Photos of local treasures

Browse Hinsdale vacation photos for more inspiration