Deals on vacations and trips to Hinsdale

Save when you book Hinsdale package deals

Choose two or more items and save on your trip:

Hinsdale flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was $432, price is now $311 per person
$311
per person
Jun 19 - Jun 22
found 9 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
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.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Save 100% on your flight
Price was $650, price is now $457 per person
$457
per person
Jun 19 - Jun 22
found 9 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.
Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
Price was $766, price is now $578 per person
$578
per person
Jun 30 - Jul 3
found 19 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
This inn doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and picnic area. A communal living room, a library, and a virtual front desk are also on offer.
Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Save 100% on your flight
Price was $3,192, price is now $2,410 per person
$2,410
per person
Aug 10 - Aug 14
found 5 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
A restaurant and a 24-hour gym are featured at this lodge. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A business center, a terrace, and a picnic area are also on offer.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $610, price is now $461 per person
$461
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Albany (ALB)
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.

Top Hinsdale hotels deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $126 total per night
$126 total
May 24 - May 25
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.
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $124 total per night
$124 total
May 25 - May 26
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
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
$110 nightly
The price is $123 total per night
$123 total
May 20 - May 21
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
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Free Cancellation
$152 nightly
The price is $170 total per night
$170 total
May 26 - May 27
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the hot tub and free perks like continental breakfast and free self parking.
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
$199 nightly
The price is $222 total per night
$222 total
Jun 4 - Jun 5
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
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $133 total per night
$133 total
May 25 - May 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Don't see what you're looking for?
See all available properties in Hinsdale
View all properties
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

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 $311. 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

Hinsdale