Hinsdale Vacations from $483

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The Latest Hinsdale vacation packages

Price found within the past 48 hours. Click for updated prices.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $483, price is now $483 per person
$483
per person
Jan 5 - Jan 7
found 20 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Springfield (VSF)
17.6/10 Exceptional! (881 reviews)
Large, clean room with nice view. Unique.

Reviewed on Nov 9, 2025

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $812, price is now $764 per person
$764
per person
Jan 5 - Jan 7
found 20 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Springfield (VSF)
17.2/10 Exceptional! (834 reviews)
Room was very clean and comfortable. Loved having the fireplace. Indoor parking garage was a plus with easy access to our room. We enjoyed dinner and breakfast at the restaurant. The outdoor space was fabulous with many activities.

Reviewed on Nov 14, 2025

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $735, price is now $693 per person
$693
per person
Jan 5 - Jan 7
found 20 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Springfield (VSF)
18.4/10 Exceptional! (549 reviews)
Clean room, Awesome staff and always a good vibe.

Reviewed on Nov 17, 2025

Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was $538, price is now $517 per person
$517
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Springfield (VSF)
20/10 Exceptional! (105 reviews)
Highly recommend staying here. I will stay here again if I’m ever planning to return to Vermont. The customer service is top notch and we really enjoyed the locally sourced homemade breakfast too. Everything was a dreamy bed and breakfast.

Reviewed on Nov 2, 2025

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Hinsdale Hotel Deals

Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $158 total per night from Nov 30 to Dec 1
$158 total
Nov 30 - Dec 1
Total with taxes and fees
8.2/10 Very Good! (920 reviews)
Yes

Reviewed on Nov 16, 2025

Hampton Inn Brattleboro
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd West Dover VT
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $126 total per night from Nov 23 to Nov 24
$126 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (540 reviews)
Small but clean room. Hotel is under construction but staff was accommodating and pleasant to work with durning our travel. If traveling for work we’d stay again

Reviewed on Nov 18, 2025

Mountaineer Inn
The White House Inn

The White House Inn

3.5 out of 5
178 Route 9 East Wilmington VT
$189 nightly
The price is $208 total per night from Nov 23 to Nov 24
$208 total
Nov 23 - Nov 24
Total with taxes and fees
9/10 Wonderful! (254 reviews)
The room was beautiful and the historic charm was wonderful

Reviewed on Nov 11, 2025

The White House Inn
See all 965 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

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Frequently asked questions

How much does a Hinsdale vacation package cost?
You can grab a vacation package to this destination from $483 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.

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