Hillsdale Trip

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Top hotels in Hillsdale

Howard Johnson by Wyndham Saugerties
Howard Johnson by Wyndham Saugerties
2 out of 5
2764 Route 32, Saugerties, NY
Fully refundableReserve now, pay when you stay
The price is ₹10,382 per night from 20 Jul to 21 Jul
₹10,382
₹11,627 total
20 Jul - 21 Jul
includes taxes & fees
7.4/10 Good! (1,003 reviews)
"The pool needs to be cleaned. The staff was friendly, laundry convenient restaurant in house convenient"

Reviewed on 9 Jul 2025

Howard Johnson by Wyndham Saugerties
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is ₹10,866 per night from 15 Jul to 16 Jul
₹10,866
₹12,138 total
15 Jul - 16 Jul
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
"The staff was so friendly. And the place was extremely clean"

Reviewed on 10 Jul 2025

Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3 out of 5
One West Street, Pittsfield, MA
Fully refundable
The price is ₹9,867 per night from 30 Jul to 31 Jul
₹9,867
₹11,021 total
30 Jul - 31 Jul
includes taxes & fees
7.8/10 Good! (818 reviews)
"Clean but needs renovations"

Reviewed on 8 Jul 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
See all 1,830 properties in Hillsdale
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

Catamount Aerial Adventure Park

You can take time to visit Catamount Aerial Adventure Park during your travels to Hillsdale. Discover the area's mountain views and seek out the hiking trails.

Catamount Aerial Adventure Park

Frequently asked questions

How much does a Hillsdale holiday package cost?
You can grab a holiday package to this top destination on Expedia. However, how much your holiday to Hillsdale costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Hillsdale?
If you'd like to book a cheap Hillsdale holiday package, consider planning a trip in May, September and December. You'll typically find lower prices on accommodation and flights during these months --- perfect for a budget-friendly getaway.
How many days is enough for Hillsdale?
With a well-planned itinerary, you can easily tick off the main Hillsdale attractions in a handful of days. But if you want to discover hidden spots or go on day tours, think about booking your Hillsdale holiday for longer.
How to find the best Hillsdale package deals?
Begin your search for a Hillsdale package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Hillsdale package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Hillsdale escape underway.
Is it cheaper to book a Hillsdale holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalised Hillsdale holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Hillsdale?
If you've got your Hillsdale holiday dates locked in, book as soon as you can to bag some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Hillsdale?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Hillsdale.
  2. Set your budget: Consider costs such as food, flights and transportation when calculating how much to set aside for your trip to Hillsdale. Then, select a hotel that fits your budget, whether that's an affordable stay or a swankier getaway.
  3. Decide how many days away: Start by making a list of all the activities and sights you'd like to experience in Hillsdale. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Hillsdale holiday package that brings all your bookings together.

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