Pittsfield Trips (flight + hotel)

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Top hotels in Pittsfield

Best Western Plus Landmark Inn
Best Western Plus Landmark Inn
2.5 out of 5
480 Main Street, Laconia, NH
Fully refundableReserve now, pay when you stay
The price is P6,187 per night from Jul 9 to Jul 10
P6,187
P6,713 total
Jul 9 - Jul 10
includes taxes & fees
7.6/10 Good! (1,005 reviews)
"Convenient location, nice clean room, courteous front desk staff. Would stay here again."

Reviewed on Jul 3, 2025

Best Western Plus Landmark Inn
Tilton Lodge Inn and Suites
Tilton Lodge Inn and Suites
2.5 out of 5
650 laconia Rd, Tilton, NH
Fully refundableReserve now, pay when you stay
The price is P5,586 per night from Jul 8 to Jul 9
P5,586
P6,061 total
Jul 8 - Jul 9
includes taxes & fees
5.6/10 (27 reviews)
"The room was nice and clean the lobby and hallways are out dated and had a smell Staff was friendly I did not see the complimentary breakfast that was advertised It is also not called the Tilton inn and suites it’s the Econ lodge in and suites"

Reviewed on May 25, 2025

Tilton Lodge Inn and Suites
Winnisquam Lake Inn
Winnisquam Lake Inn
3 out of 5
788 Laconia Rd, Tilton, NH
Fully refundableReserve now, pay when you stay
The price is P4,520 per night from Jul 8 to Jul 9
P4,520
P4,904 total
Jul 8 - Jul 9
includes taxes & fees
6.8/10 (617 reviews)
"Very nice place near a water view, needs to update TVs"

Reviewed on Jul 5, 2025

Winnisquam Lake Inn
See all 1,154 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 much does a Pittsfield vacation package cost?
You'll find cheap prices on Expedia for your Pittsfield escape. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Pittsfield costs.
What are the cheapest months to go to Pittsfield?
The off-season is the best time to travel to Pittsfield if you're trying to save. Another tip for scoring cheap Pittsfield vacation packages? Avoid visiting during public holidays and any major events.
How many days is enough for Pittsfield?
The ideal length of your Pittsfield vacation depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to check out all the major attractions and discover some hidden spots along the way.
How to find the best Pittsfield package deals?
Use Expedia's filters to find some tempting Pittsfield package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Pittsfield package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Pittsfield vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging accommodations and flights individually. Better still, you can customize your Pittsfield escape to fit your exact style. Pick 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 vacation package to Pittsfield?
Land amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Pittsfield adventure.
How to plan a trip to Pittsfield?

  1. Choose when to go: Check your diary and pack your bags. Your favorite season and the type of activities available will also help you decide when to visit Pittsfield.
  2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to activities and flights. Your accommodations will likely be the biggest expense during your trip to Pittsfield.
  3. Set the duration of your trip: Start by making a list of all the attractions and activities you'd like to get to in Pittsfield. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Pittsfield vacation package.

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