Hotels by Hilton in Pittsfield

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Number of hotels by Hilton in Pittsfield	1
Best price found	Hilton Garden Inn Lenox Pittsfield, $346
Most popular hotel by Hilton	Hilton Garden Inn Lenox Pittsfield, from $346
Highest rated hotel by Hilton	Hilton Garden Inn Lenox Pittsfield, from $346
Average price	$346

How to find the best Pittsfield hotel deals with Hilton

We’ve searched trusted travel sites like Expedia and Booking.com, and pulled every price we found into one easy place. So now you can use the same technology that powers our famous flight search to compare Hilton rates in Pittsfield in seconds. Here are some tips to help you get the most out of your hotel search.

Flexible on location?

Use our Pittsfield map view to find the easiest location, or lowest Hilton room rates for any check-in date of the year.

Get a last-minute hotel deal in Pittsfield with Hilton

Although prices tend to rise the closer it gets to the date of your stay, sometimes hotels drop their rates a day or two before check-in to fill an otherwise empty room. If Hilton do this, it’s more likely it will happen in low season.

Find hotels in Pittsfield by Hilton with free cancellation

Still deciding between a few different options? Many hotels offer flexible booking options or free cancellation, so you can book a hotel you have your eye on in order to lock in a low price, and cancel later down the line if you need to.

Finding your ideal Pittsfield hotel by Hilton: FAQs

What’s the weather like in Pittsfield?

In Pittsfield, the expected average temperature in October is 9°C. The warmest month is typically July, which averages 26°C. The coolest month is January, with temperatures averaging -11°C. The rainiest month is September, and the driest month is February.

Can I cancel or amend my Hilton reservation last minute if I need to?

Lots of hotels offer amendable booking options or free cancellation within a certain time frame leading up to your stay. You might find Hilton deals in Pittsfield that offer this kind of flexibility when you search using Skyscanner.

Can I get a last minute Pittsfield hotel deal with Hilton?

Yes – a lot of larger hotels reduce their room rates if there are still plenty of rooms left in order to sell them. Willing to take the gamble? It could be possible that Hilton rates in Pittsfield will decrease a little in the days leading up to your trip.

Is it more expensive to stay in Pittsfield hotels by Hilton on weekends?

It’s no secret that savvy travellers often avoid weekends to beat the crowds and inflated flight or train prices. When it comes to rooms rates for hotels by Hilton in Pittsfield, it looks they're around $484 on Friday, Saturday and Sunday nights, compared to $400 during the week.

Which day of the week can I get the best deal on?

If you want to bag the cheapest room, try booking a city hotel by Hilton on a Monday - this is when prices trend the lowest.

What are the prices like for Pittsfield hotels by Hilton this weekend?

The lowest room rate for Hilton hotels in Pittsfield we found this upcoming weekend is the Hilton Garden Inn Lenox Pittsfield for $728. And for the weekend after that (18 October 2025), it looks like the Hilton Garden Inn Lenox Pittsfield has room rates as low as $663.