Pittsfield Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

Holiday Inn Express & Suites Waterville - North by IHG

Holiday Inn Express & Suites Waterville - North by IHG

2.5 out of 5
332 Main St, Waterville, ME
31.43 km from city center
Book a stay at this business-friendly hotel in Waterville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

2 out of 5
376 Main Street, Waterville, ME
31.16 km from city center
Stay at this hotel in Waterville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Best Western Plus Waterville Grand Hotel

Best Western Plus Waterville Grand Hotel

3 out of 5
375 Main Street, Waterville, ME
31.1 km from city center
Book a stay at this business-friendly hotel in Waterville. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff ...
The Elmwood

The Elmwood

2.5 out of 5
455 Kennedy Memorial Dr, Waterville, ME
35.12 km from city center
Stay at this motel in Waterville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Lockwood Hotel

Lockwood Hotel

4 out of 5
9 Main St, Waterville, ME
32.48 km from city center
Stay at this 4-star business-friendly hotel in Waterville. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and ...
The Towne Motel

The Towne Motel

2.5 out of 5
172 Madison Ave, Skowhegan, ME
26.87 km from city center
Stay at this motel in Skowhegan. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Budget Host Airport Inn

Budget Host Airport Inn

2 out of 5
400 Kennedy Memorial Dr, Waterville, ME
35 km from city center
Stay at this motel in Waterville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tree Spirits and Redington Museum are located ...
Hampton Inn Waterville

Hampton Inn Waterville

2.5 out of 5
425 Kennedy Memorial Dr, Waterville, ME
35.06 km from city center
Book a stay at this business-friendly hotel in Waterville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
The Skowhegan By Kasa

The Skowhegan By Kasa

2 out of 5
7 Island Ave, Skowhegan, ME
26.67 km from city center
Stay at this hotel in Skowhegan. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Margaret Chase Smith Library and Skowhegan ...
Belmont Motel

Belmont Motel

2 out of 5
273 Madison Ave, Skowhegan, ME
27.03 km from city center
Book a stay at this ski motel in Skowhegan. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Skowhegan State Fairgrounds and Margaret Chase ...
Canaan Motel

Canaan Motel

2.5 out of 5
205 Main St, Canaan, ME
14.8 km from city center
Stay at this motel in Canaan. Enjoy free WiFi, free parking, and air conditioning. Popular attraction Eaton Mountain is located nearby.
Don't see what you're looking for?
See all available properties in Pittsfield
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, Jul 19 - Sat, Jul 26
EWR
Newark Liberty Intl. Airport
BGR
Bangor Intl.
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Select United flight, departing Sat, Jul 19 from Newark Liberty Intl. Airport to Bangor Intl., returning Sat, Jul 26, priced at $242 found 1 day ago
Delta
Wed, Jul 16 - Sun, Jul 27
LGA
LaGuardia
BGR
Bangor Intl.
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 16 from LaGuardia to Bangor Intl., returning Sun, Jul 27, priced at $279 found 1 day ago
Delta
Mon, Jun 30 - Fri, Jul 4
RDU
Raleigh - Durham Intl.
BGR
Bangor Intl.
$307 Roundtrip, found 5 days ago
$307
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Jun 30 from Raleigh - Durham Intl. to Bangor Intl., returning Fri, Jul 4, priced at $307 found 5 days ago
Delta
Sat, Sep 6 - Tue, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
BGR
Bangor Intl.
$309 Roundtrip, found 4 days ago
$309
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Sep 6 from Hartsfield-Jackson Atlanta Intl. to Bangor Intl., returning Tue, Sep 9, priced at $309 found 4 days ago