Hinsdale Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Janine Edmondson

Top hotels in Hinsdale

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is 2.845.757 ₫ per night from 27 Aug to 28 Aug
2.845.757 ₫
3.466.915 ₫ total
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (1,943 reviews)
"Easy to get to, nice property. Lots of things to do and easy to communicate."

Reviewed on 13 Aug 2025

Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (561 reviews)
Rest, relax, and repeat
"Great value for families! The welcoming staff, location (Lenox/Pittsfield border), spacious suite, and ample amenities made for a fantastic vacation. No free breakfast but there are several dining options and markets nearby. Gorgeous view of the sunset from the upper floors. There was a note of upcoming ..."

Reviewed on 14 Aug 2025

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Berkshire Mountain Lodge
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is 1.867.939 ₫ per night from 3 Sept to 4 Sept
1.867.939 ₫
2.086.522 ₫ total
3 Sept - 4 Sept
includes taxes & fees
5.2/10 (766 reviews)
"The bathroom in our room looks like someone was murdered in the bathtub. There were stains on the bottom of the tub."

Reviewed on 10 Aug 2025

FairBridge Inn Express
See all 1,150 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.

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 does a Hinsdale holiday package cost?
You'll find cheap prices on Expedia for your Hinsdale getaway. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Hinsdale costs.
What are the cheapest months to go to Hinsdale?
Travel in the low or shoulder season and you're likely to score cheap Hinsdale holiday packages. Keep in mind that school holiday periods and local events and festivals can impact prices, so do a little research before booking.
How many days is enough for Hinsdale?
The ideal duration for your Hinsdale holiday depends on what you'd like to do and see. Generally, a few days to a week will give you enough time to go to all the main sights and discover some hidden spots along the way.
How to find the best Hinsdale package deals?
Use Expedia's handy filters to find some unbeatable Hinsdale package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Hinsdale package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your holiday package well in advance.
Is it cheaper to book a Hinsdale holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and accommodation separately. Better still, you can tailor your Hinsdale trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Hinsdale?
If you're considering a spontaneous Hinsdale adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Hinsdale?

  1. Pick your travel dates: What you'd like to do in Hinsdale and your favourite season can help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to airfares and activities. Your accommodation will likely be the largest expense during your trip to Hinsdale.
  3. Decide your trip length: Consider how long you'd like to spend exploring Hinsdale. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Hinsdale holiday package that brings all your bookings together.