Search Resorts in Pittsfield

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 4 Resorts in Pittsfield with updated reviews, rates, and availability.

The Naswa Resort

3.0 star property
8.4 out of 10, Very Good, (630)
"Great place"
The Naswa Resort

Family Friendly 1 bedroom Condo at Steele Hill Resort

Family Friendly 1 bedroom Condo at Steele Hill Resort

stunning views of Lake Winnipesaukee and Lake Winnisquam .

stunning views of Lake Winnipesaukee and Lake Winnisquam .
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.
Don't see what you're looking for?
See all available properties in Pittsfield
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Pittsfield

Postcard Cabins Blake Brook

2.0 star property
10.0 out of 10, Exceptional, (11)
"Wondering. Had a great time"
The price is AED 496
AED 538 total
includes taxes & fees
8 Apr - 9 Apr
Postcard Cabins Blake Brook

Lake Access, Mtn Views, Game Room, Hot Tub & More!

Lake Access, Mtn Views, Game Room, Hot Tub & More!

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

10.0 out of 10, Exceptional, (167)
"Massive 7,000 sq ft. super cool house close to Gunstock that felt like we rented an entire commercial lodge. Bedrooms and baths for everyone, large indoor pool, hot tub, steam and sauna, bar area, game room, and huge fireplaced dining room with seating for 20! Kids were ecstatic and we had the best time. Clean, responsive and pleasant owner as well. If you have a large family, this is the place...you won't be disappointed!PatrickMarshfield, MA"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
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

What can I expect from a resort vacation in Pittsfield?
You deserve to get away, and a resort is the perfect place to pamper yourself with the services and amenities you need for a relaxing time in Pittsfield. One of the comfortable resorts in the area could be just what you’re searching for, whether you’re hoping for an amazing pool, a state-of-the-art fitness center, or nightly entertainment options.
What's a top resort in Pittsfield?
Our highest-rated resort near Pittsfield: The Naswa Resort - Beach resort. 21.3 mi (34.3 km) from Pittsfield. Features 2 restaurants, a private beach, and 2 bars. Guests love the great beach location.
What can I do in Pittsfield?
Experience the local theater scene at Scenic Theatre, or bring the kids to Christa McAuliffe Planetarium for some family fun. Lily Lake and Suncook River are a few additional attractions in the area that you might like.
What's the weather like in Pittsfield?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.
What's the best way to get to and around Pittsfield?
Fly into Concord, NH (CON-Concord Municipal), which is located 11.6 mi (18.6 km) from the city center. Otherwise, you can search for flights to Laconia, NH (LCI-Laconia Municipal), which is 19.2 mi (30.9 km) away. If you’d like to explore around the area, you may want a rental car for your journey.