Hinsdale Vacations from $712

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Hinsdale vacation packages

Price found within the past 48 hours. Click for updated prices.
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was $841, price is now $712 per person
$712
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Houston (HOU) to Springfield (VSF)
8.6/10 Excellent! (851 reviews)
No inflatable mattress offered anymore.

Reviewed on Mar 18, 2026

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,357, price is now $1,037 per person
$1,037
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Houston (HOU) to Springfield (VSF)
8.8/10 Excellent! (917 reviews)
Everything was great.

Reviewed on Apr 8, 2026

Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
West Woodstock
Price was $880, price is now $721 per person
$721
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Houston (HOU) to Springfield (VSF)
8.6/10 Excellent! (65 reviews)
Super friendly and knowledgeable staff. The Inn is historic, in a lovely spot, and reasonably priced. Dining recommendations were spot on.

Reviewed on Apr 12, 2026

The Vesper

The Vesper

3 out of 5
Price was $980, price is now $812 per person
$812
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Houston (HOU) to Springfield (VSF)
9.2/10 Wonderful! (57 reviews)
Uniqueness of rooms, breakfast options and walking distance to so many great spots!

Reviewed on Feb 18, 2026

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Clock Tower Base Area
Price was $914, price is now $782 per person
$782
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Houston (HOU) to Springfield (VSF)
8.8/10 Excellent! (26 reviews)
The place was not cleaned well. The water was off we had to call the front desk. The Diswasher was fully of dishes. There was only one roll of toilet paper in the bathroom. No paper towel in the kitchen, not even one to start. The wall in the kitchen was dirty

Reviewed on Dec 1, 2025

Don't see what you're looking for?
See all available trips from Columbus to Hinsdale
View all trips

Hinsdale Hotel Deals

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Hinsdale NH
$145 nightly
The price is $157 total per night from Apr 18 to Apr 19
$157 total
Apr 18 - Apr 19
Total with taxes and fees
10/10 Exceptional! (11 reviews)
We stayed at the yurt to celebrate my birthday and it was such a wonderful experience! We had an amazing time hiking in the forest right across the street with our pups, it was peaceful, beautiful, and exactly what we were hoping for. One thing we especially loved was having access to a full bathroom ...

Reviewed on Mar 24, 2026

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
6.8/10 (1,002 reviews)
Awesome and clean and quiet love the staff

Reviewed on Apr 14, 2026

Get rates
Colonial Motel And Spa
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

2 out of 5
270 Handle Rd West Dover VT
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $120 total per night from Apr 19 to Apr 20
$120 total
Apr 19 - Apr 20
Total with taxes and fees
8.8/10 Excellent! (85 reviews)
Beautifully modernized Inn. Well maintained and very clean. The entire check in/out process was smooth, hot tub was easy to use, and the room was impeccable. 100% recommend to anyone. For the skiers/boarders, they even have a whole room with boot dryers, no more resorting to hair dryers!

Reviewed on Apr 13, 2026

Hideaway Inn Mt. Snow
See all 953 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
1,550

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Hinsdale vacation package cost?
You can grab a vacation package to this destination from $712 on Expedia. But how much your vacation to Hinsdale costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Hinsdale?
January, October and December are great times to search for cheap Hinsdale vacation packages. Opting to travel in less busy periods means you can usually find reduced prices on accommodations and flights.
How many days is enough for Hinsdale?
Usually, a handful of days is enough to see the major sights during your Hinsdale vacation. But if you'd like to have more time to unwind or take day tours, think about extending your itinerary.
How to find the best Hinsdale package deals?
Begin your search for a Hinsdale package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Hinsdale package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Hinsdale escape underway.
Is it cheaper to book a Hinsdale vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Hinsdale vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Hinsdale?
If you're considering a spur-of-the-moment Hinsdale adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Hinsdale vacation packages?
If you're anything like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Hinsdale vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.