Find Hotels with Bars in Pittsfield, ME

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Hotels with Bars

Top Pittsfield Hotels with Bars

2 restaurants, lunch, dinner served; American cuisine
Best Western Plus Waterville Grand Hotel

Best Western Plus Waterville Grand Hotel

3.0 star property
Waterville
7.4 out of 10, Good, (1000)
"Very helpful staff and a wonderful breakfast included."
United States
Pat
The price is SAR 393
SAR 428 total
includes taxes & fees
10 Dec - 11 Dec
Best Western Plus Waterville Grand Hotel
Front of property - evening/night
Brewster Inn

Brewster Inn

3.5 star property
Dexter
9.2 out of 10, Wonderful, (61)
"We enjoyed our stay, highly recommend!"
United States
Michael
The price is SAR 626
SAR 682 total
includes taxes & fees
11 Dec - 12 Dec
Brewster Inn
Exterior
Lockwood Hotel

Lockwood Hotel

4.0 star property
Waterville
9.8 out of 10, Exceptional, (257)
"Great staff"
United States
Gregory
The price is SAR 739
SAR 806 total
includes taxes & fees
21 Dec - 22 Dec
Lockwood Hotel
Exterior
Pressey House Lakeside Bed & Breakfast

Pressey House Lakeside Bed & Breakfast

3.0 star property
Oakland
The price is SAR 1,063
SAR 1,159 total
includes taxes & fees
7 Jan - 8 January 2026
Pressey House Lakeside Bed & Breakfast
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.
View all properties

Top Pittsfield Hotel Reviews

Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

10/10 Excellent
"clean room, great staff. quiet place, comfortable bed!"
Lisa 1-night trip
Posted 12 days ago
Fireside Inn & Suites Waterville

Explore a world of travel with Expedia

Frequently asked questions

Searching for hotels with bars in Pittsfield?
Though you might not find a hotel in Pittsfield well-known for its bar, you will find 10 properties to choose from, some of which will have an onsite bar where you can unwind with a late-night cocktail after a day out and about. While you're here, you can check out JW Parks Golf Course.
What are the best hotels with bars in Pittsfield?
Here are some favorite hotels with bars in and around Pittsfield: Pine Tree Trail Lodge: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and free parking. Angel Mist Retreat Garage Apartment: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Pittsfield?
In the area, you can visit Sebasticook Lake, Skowhegan State Fairgrounds, and Sandy Pond, then find a cozy spot for a nightcap. Other places to see include JW Parks Golf Course.
When is the best time to visit Pittsfield?
Visiting local bars in Pittsfield is better in good weather. These temperatures and rainfall averages can help you determine the best time for bar hopping. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Pittsfield are January, March, December, and February, with each month seeing an average of 9 inches of snowfall.
How can I get to Pittsfield and around the area?
Here are some of your transportation options in and around Pittsfield: Fly into Waterville, ME (WVL-Robert Lafleur), which is located 22.6 mi (36.3 km) from the city center. Otherwise, you can search for flights to Bangor Intl. Airport (BGR), which is 27.9 mi (44.8 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.