Deals on vacations and trips to Hinsdale

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Hinsdale flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Weathervane Motel

Weathervane Motel

2 out of 5
Price was $599, price is now $475 per person
$475
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
New York (LGA) to Albany (ALB)
Free WiFi in public areas is available at this motel.
Brook Bound Inn

Brook Bound Inn

2 out of 5
Save 100% on your flight
Price was $1,341, price is now $952 per person
$952
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
New York (LGA) to Albany (ALB)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.
Toll Road Inn

Toll Road Inn

2 out of 5
Save 100% on your flight
Price was $919, price is now $694 per person
$694
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
New York (LGA) to Albany (ALB)
This hotel features a seasonal outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a lobby fireplace, and a communal living room are also on offer.
The Manchester View

The Manchester View

2.5 out of 5
Save 100% on your flight
Price was $1,227, price is now $988 per person
$988
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
New York (LGA) to Albany (ALB)
A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
Four Winds Country Motel

Four Winds Country Motel

2 out of 5
Price was $784, price is now $648 per person
$648
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip flight included
New York (LGA) to Albany (ALB)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a library are also on offer.

Top Hinsdale hotels deals

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Hinsdale MA
Get rates
A garden is available at this vacation home.
Air conditioning
Outdoor Space
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $159 total per night
$159 total
Jul 6 - Jul 7
Total with taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Parking included
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $142 total per night
$142 total
Jul 6 - Jul 7
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $173 total per night
$173 total
Aug 3 - Aug 4
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
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
$207 nightly
The price is $231 total per night
$231 total
Jul 6 - Jul 7
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Spa
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $166 total per night
$166 total
Jul 7 - Jul 8
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby fireplace, and express check-in are also on offer.
Pet friendly
Parking included
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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.

Stay near popular Hinsdale attractions

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.
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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 $475. 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 100 mi from Hinsdale. With a rental car, you'll be there in a flash.
Which airport is best for Hinsdale?
Bradley Intl. Airport (BDL), around 40 mi southeast of central Hinsdale, is likely to be where you'll step off the plane. Your other options are Albany Intl. Airport (ALB) (40 mi away from central Hinsdale) and Hartford, CT (HFD-Hartford - Brainard) (55 mi 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

A waterfall cascading over rocks in a forested area.