Pittsfield Vacations

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Find the Best Pittsfield Vacation Packages

Pittsfield Hotel Deals

Bower Cabin- Cabin in woods on a remote pond, Romantic getaway, Green living!

Bower Cabin- Cabin in woods on a remote pond, Romantic getaway, Green living!

Pittsfield NH
10/10 Exceptional! (33 reviews)
Place is beautiful and best to relax. The cabin was clean and perfect for me and my wife

Reviewed on 5 October 2025

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Bower Cabin- Cabin in woods on a remote pond, Romantic getaway, Green living!
Hampton Inn by Hilton Concord/Bow

Hampton Inn by Hilton Concord/Bow

2.5 out of 5
515 South St Bow NH
Fully refundableReserve now, pay when you stay
The price is AED 359 per night from Feb 7 to Feb 8
AED 359
AED 390 total
7 Feb - 8 Feb
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Nice team members

Reviewed on 6 January 2026

Hampton Inn by Hilton Concord/Bow
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

2 out of 5
76 Mountain Rd Epsom NH
The price is AED 400 per night from Jan 13 to Jan 14
AED 400
AED 594 total
13 Jan - 14 Jan
includes taxes & fees
9.6/10 Exceptional! (104 reviews)
Cozy cabin, could be a little more spacious, shower could be a tiny bit bigger.

Reviewed on 11 January 2026

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
See all 1,144 properties in Pittsfield
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.

Frequently asked questions

How do I find cheap flights to Pittsfield that have flexible change policies?
We know that travel schedules can change from one minute to the next, so choosing a flexible ticket with Expedia is a wise idea. Simply check the "No change fee" box underneath the "Flexible change policies" filter. Your low-cost, flexible flight to Pittsfield is only a few clicks away.
Which airlines fly to Pittsfield?
You can pick from two quality airlines that offer flights to or near Pittsfield. Zip up your suitcase and lock in a fare with either of these:

  • American Airlines - 273 flights to or near Pittsfield each month, including 273 flights to Manchester-Boston Regional Airport (MHT) per month.
  • United Airlines - 60 flights to or near Pittsfield each month, including 60 flights to Manchester-Boston Regional Airport (MHT) per month.

How can I find cheap tickets to Pittsfield?
To score an amazing deal to Pittsfield, book ahead of time. Also think about using Expedia's handy "flexible dates" feature at the top of your search results. This will compare prices for similar time frames. In the last seven days, was the best price for a flight to Pittsfield.
How much is a flight to Pittsfield?
If you were journeying one way from (), you could've nabbed a cheap seat for in the last seven days. Round-trip journeys to Pittsfield ranged from only to over the same period.
What are the most popular airports to fly into in Pittsfield?
Pittsfield's main airport is Manchester-Boston Regional Airport (MHT). Get your thrilling adventure underway by securing a fare on one of the 632 flights per month to this destination.
When is the cheapest time to fly to Pittsfield?
If you'd prefer to spend your vacation money on having fun in Pittsfield rather than on flying there, depart earlier in the week. The cheapest day to fly is usually Tuesday, with Monday running a close second. With many people traveling over the weekend, Saturday often has the highest ticket prices.
How much is a plane ticket to Pittsfield?
In the last seven days, airfares to Pittsfield cost between and . Prices rise as your travel date nears, so secure a terrific deal today.
What months are the cheapest to book a flight to Pittsfield?
To score a bargain flight to Pittsfield, book during the month of February when airfares are at their lowest. When's the most costly? In the USA, it's the festive month of December.
How long is a flight to Pittsfield?
That depends on where you jet off from. These busy domestic routes and their average flight times will give you a rough estimate of how long it'll take to get to Pittsfield:

  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Manchester-Boston Regional Airport (MHT) - 1 hour and 26 minutes
  • Orlando, FL (MCO-Orlando Intl.) to Manchester-Boston Regional Airport (MHT) - 2 hours and 59 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to Manchester-Boston Regional Airport (MHT) - 1 hour and 40 minutes