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.
Wilder House Berkshires

Wilder House Berkshires

2 out of 5
Save 100% on your flight
per person
Mar 14 - Mar 18
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
This bed & breakfast features free self parking and a garden. Free cooked-to-order breakfast is served. A lobby fireplace, a communal living room, and a picnic area are also on offer.
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
per person
Jan 23 - Jan 26
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
Howard Hotel

Howard Hotel

2 out of 5
Save 100% on your flight
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Free WiFi in public areas, a hair salon, and luggage storage are available at this hotel. A virtual front desk are provided for your convenience.
Gedney Farm

Gedney Farm

3.5 out of 5
Save 100% on your flight
per person
Mar 14 - Mar 18
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a garden, and a communal living room are also on offer.
Little Cat Lodge

Little Cat Lodge

2 out of 5
Save 100% on your flight
per person
Mar 14 - Mar 18
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the sauna and free perks like continental breakfast and free self parking. Free WiFi in public areas, a garden, and a picnic area are also on offer.

Top Hinsdale hotels deals

Berkshire Lake access

Berkshire Lake access

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This vacation home includes a garden and barbecue grills.
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

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

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A spa tub is featured at this cabin, along with a garden and barbecue grills.
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 $144 per night
$144
includes taxes & fees
$129 per night
Dec 24 - Dec 25
This hotel features an indoor pool and a 24-hour gym. Enjoy the spa tub and perks like free self parking and free WiFi. A 24-hour business center, express check-out, and luggage storage are also on offer.
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 $108 per night
$108
includes taxes & fees
$97 per night
Dec 30 - Dec 31
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
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 $99 per night
$99
includes taxes & fees
$89 per night
Jan 5 - Jan 6, 2025
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. Express check-in is provided and the front desk is staffed around-the-clock.
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 $133 per night
$133
includes taxes & fees
$119 per night
Jan 13 - Jan 14, 2025
This smoke-free 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. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
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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

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 $437. 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