Hinsdale Vacations from $362

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The Latest Hinsdale vacation packages

Price found within the past 48 hours. Click for updated prices.
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was $448, price is now $362 per person
$362
per person
Feb 14 - Feb 16
found 20 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
7.6/10 Good! (1,002 reviews)
Easy check in and good parking

Reviewed on Jan 9, 2026

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Save 100% on your flight
Price was $1,041, price is now $764 per person
$764
per person
Mar 23 - Mar 28
found 19 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
8.8/10 Excellent! (242 reviews)
Ski slopes were accessible and pool was really nice.

Reviewed on Dec 27, 2025

The One Cat B&B

The One Cat B&B

2.5 out of 5
Price was $483, price is now $415 per person
$415
per person
Feb 14 - Feb 16
found 20 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
9.6/10 Exceptional! (78 reviews)
We loved everything about our stay. Our hosts were very kind, and put generous effort into providing delicious breakfasts, giving suggestions about local attractions, and allowing us as much or as little cat time as we wanted. The room we were in was very cozy, with a comfortable bed, and thoughtful touches such as a water kettle for tea or coffee, a small fridge, and a TV setup we didn’t take advantage of. The private bathroom down the hall was clean and had everything we needed. I would recommend this lovely B&B to anyone who likes cats and doesn’t have mobility issues that would prevent them from getting up stairs. Thank you to Pat and Conrad for a wonderful stay!

Reviewed on Oct 17, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $824, price is now $716 per person
$716
per person
Feb 20 - Feb 22
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Springfield (VSF)
8.8/10 Excellent! (881 reviews)
First room we checked into was not cleaned but staff was quick to get us a new room. New room had a great view of the river and was clean enough. We only had about half a roll of toilet paper in the family room and no spares. Also no phone in the room to call the office. A good place to lay your head but not much more.

Reviewed on Jan 11, 2026

Mountain Lodge at Okemo

Mountain Lodge at Okemo

3 out of 5
Clock Tower Base Area
Price was $1,399, price is now $1,234 per person
$1,234
per person
Feb 20 - Feb 22
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Springfield (VSF)
8/10 Very Good! (219 reviews)
We really enjoyed our stay at the Mountain Lodge at Okemo, it was clean and our room was newly renovated and very cute. Would definitely recommend!!

Reviewed on Oct 6, 2025

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Hinsdale Hotel Deals

The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $86 total per night from Jan 14 to Jan 15
$86 total
Jan 14 - Jan 15
Total with taxes and fees
7.6/10 Good! (1,004 reviews)
staff was wonderful. the room was clean. hotels dot com said breakfast is included but there was no breakfast included at this hotel. this was important to me as my car broke down and I had no transportation so I was a little upset about that. there was a food market in walking distance and a microwave ...

Reviewed on Jan 10, 2026

The Covered Bridge Inn
Valley Craft Ales

Valley Craft Ales

2 out of 5
18 N Main St Wilmington VT
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $149 total per night from Jan 25 to Jan 26
$149 total
Jan 25 - Jan 26
Total with taxes and fees
8.4/10 Very Good! (193 reviews)
Clean simple room over the brewery was convenient for dinner and relaxing after. Being right on the main road wasn't loud, but made it a little difficult to get in and out of with traffic, especially with slightly slippery conditions.

Reviewed on Jan 11, 2026

Valley Craft Ales
The White House Inn

The White House Inn

3.5 out of 5
178 Route 9 East Wilmington VT
$184 nightly
The price is $202 total per night from Jan 14 to Jan 15
$202 total
Jan 14 - Jan 15
Total with taxes and fees
9/10 Wonderful! (276 reviews)
Amazing hotel with an excellent restaurant attached. My suite was like a good sized apartment. Definitely staying there again.

Reviewed on Jan 9, 2026

The White House Inn
See all 1,001 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 $362 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.