Boutique Hotels & Resorts in Pittsfield from AU$189

  • 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

Best Pittsfield Boutique Hotels

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (313)
"Very comfortable, home, atmosphere. The staff was great!!!! Couldn’t ask for a better place to stay!"
The price is AU$189
includes taxes & fees
1 Dec - 2 Dec
William Watson Hotel
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
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

What's the best boutique-style hotel in Pittsfield?
William Watson Hotel is a favourite 3-star hotel with our travellers looking for stylish accommodation, and features 14 guestrooms, free parking and free WiFi.
What's there to see and do in Pittsfield?
Once you’ve decided where you’d like to stay in family-friendly Pittsfield, consider what to do for fun during your trip. John Greene Shastid House, The Eagle’s Nest Winery and Mississippi River are some of the local sights worth visiting. You might also like to explore more of the area and take in additional sights like Clarksville State Game Refuge, Clarksville Riverfront Park and Pike County Historic Museum while you’re here.
What kind of weather should I plan for when I travel to Pittsfield?
Getting an idea of what to expect from the weather in Pittsfield will help you enjoy your stay to the fullest. The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Pittsfield is 1158 mm.
What's the best way to get to my boutique hotel in Pittsfield?
You have a few options for travelling to and around Pittsfield. The nearest major airport is Quincy, IL (UIN-Quincy Regional-Baldwin Field), which is located 30.6 mi (49.3 km) from the heart of the city. If you’d like to explore around the area, you may want to rent a car for your trip.