Pittsfield Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 31 - Aug 1
Tomorrow
Aug 1 - Aug 2
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Pittsfield hotels

Green Acres Hotel
Lobby sitting area

Green Acres Hotel

2.5 star property
8.6 out of 10, Excellent, (134)
"Wonderful stay - was staying with a number of family members and it all worked out"
The price is P6,824
P7,506 total
includes taxes & fees
Aug 1 - Aug 2
Green Acres Hotel
Monroe Street Suites
Premium bedding, desk, iron/ironing board, free cribs/infant beds

Monroe Street Suites

2.5 star property
9.6 out of 10, Exceptional, (56)
"Definitely one of the best hotels I’ve ever stayed in. Super quiet, clean, convenient, it’s located in town, which there were plenty of shopping and food options. Overall, I would definitely recommend this hotel. And I will be staying there again in the future."
The price is P9,298
P10,226 total
includes taxes & fees
Aug 1 - Aug 2
Monroe Street Suites
Rodeway Inn
Free daily on-the-go breakfast

Rodeway Inn

2.0 star property
7.0 out of 10, Good, (118)
"They really should attach the drain cover to the shower drain. Somebody could get seriously injured. Being a tile guy, looking around really had me laughing at the workmanship. The manager was a pretty cool guy, the room was fine, air conditioner worked great. Never went to the continental breakfast, i did see some little Debbie items"
The price is P3,363
P3,699 total
includes taxes & fees
Aug 3 - Aug 4
Rodeway Inn
William Watson Hotel
Breakfast meal

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (327)
"Very quaint. "
The price is P4,875
P5,361 total
includes taxes & fees
Aug 2 - Aug 3
William Watson Hotel
The Eagles Nest Inn
Interior

The Eagles Nest Inn

3.0 star property
9.2 out of 10, Wonderful, (7)
"It was very clean and very nice place to stay, has a very home and cozy feeling walking into the room."
The price is P5,677
P6,446 total
includes taxes & fees
Aug 13 - Aug 14
The Eagles Nest Inn
River's Edge Motel
Balcony

River's Edge Motel

2.0 star property
9.0 out of 10, Wonderful, (332)
"Great clean place to stay with friendly staff"
The price is P4,588
P5,209 total
includes taxes & fees
Aug 13 - Aug 14
River's Edge Motel
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Pittsfield

Love wildlife, cafes, and theater? Get away to Pittsfield!

See all hotels in Pittsfield

Top Pittsfield Hotel Reviews

Frequently asked questions

Where is the best place for a stay in Pittsfield?

William Watson Hotel is a favorite property for Expedia customers. This hotel offers free parking and a fitness center. Traveler reviews also recommend Green Acres Hotel and Rodeway Inn as top choices for your stay. See all available top hotels, or vacation rentals in Pittsfield.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes, you'll find most room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If your reservation is non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

Where can I learn more about changing or cancelling my trip to Pittsfield?

For more information about picking new dates or cancelling your trip to Pittsfield, click here.

What's the best budget-friendly hotel in Pittsfield?

Based on reviews, William Watson Hotel is a popular 3-star property for our travelers looking for an economical choice, and features free on-the-go breakfast and free WiFi. View all budget hotels in Pittsfield.

What's the best accommodation for families in Pittsfield?

Rodeway Inn is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Other good options for your kid-friendly vacation include Monroe Street Suites and Green Acres Hotel. Find more child-friendly accommodations in Pittsfield.

What is the favorite LGBTQ-friendly hotel in Pittsfield?

William Watson Hotel is a top LGBTQ-friendly hotel that features free parking and a fitness center. See all available hotels listed as LGBTQ-friendly in Pittsfield.

What's the best pet-friendly place to stay in Pittsfield?

Rodeway Inn is a top hotel for people traveling with their pets, and offers free WiFi for its human guests. See more pet-friendly hotel accommodations in Pittsfield.

Where is the best hotel to stay near Old Orchard Country Club?

Green Acres Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located 2.4 mi (3.9 km) from Old Orchard Country Club. Other good choices within 5 miles include William Watson Hotel and Monroe Street Suites.

What's the best boutique-style hotel in Pittsfield?

William Watson Hotel is a favorite 3-star hotel with our travelers looking for a stylish accommodation, featuring 14 guestrooms, free parking, and free WiFi. See all boutique hotels in Pittsfield.

How is it to stay in Pittsfield?

Visitors can enjoy all that Pittsfield has to offer including the cafes, entertainment choices, and breweries. Tourists can also enjoy so much more including its theaters. In Pittsfield, there are 10 hotels and other accommodations to choose from. Find out more about Pittsfield.

What is there to see in Pittsfield?

Cultural venues include John Greene Shastid House and Pike County Historic Museum. A couple of additional sights to add to your agenda are Old Orchard Country Club and King Park. Check out what more to see and do in Expedia's Pittsfield guide.

What's the weather like in Pittsfield?

The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Pittsfield is 46 inches.