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Top hotels and accommodation in Pittsfield

Rodeway Inn

2.0 star property
6.8 out of 10, (111)
"This motel is more than 70 years old. The owners have made significant upgrades to a very old motel. Room looks nice upon entry and it was impeccably clean. The bed was possibly the best i have encountered in years. What you cant change are 2 foot by 2 foot showers, and a lack of heating controls during the cold months. It's an old central baseboard heating system for the whole operation. Staff was helpful and pleasant. This motel is a good budget option, but its still very old."
The price is AU$105
includes taxes & fees
8 Dec - 9 Dec
Rodeway Inn

Monroe Street Suites

2.5 star property
9.6 out of 10, Exceptional, (52)
"Loved the place! Super cute! Will stay there again! "
The price is AU$175
includes taxes & fees
25 Nov - 26 Nov
Monroe Street Suites

Green Acres Hotel

2.5 star property
8.6 out of 10, Excellent, (117)
"Have stayed twice at Green Acres Hotel. Family run. V"
The price is AU$201
includes taxes & fees
25 Nov - 26 Nov
Green Acres Hotel

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

Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

2.0 star property
The price is AU$495
includes taxes & fees
26 Nov - 27 Nov
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

Newly Remodeled Town House!

9.6 out of 10, Exceptional, (5)
"This property was very clean and had most everything we needed. Other than the hugely unlevel floors, we loved the stay."
The price is AU$328
includes taxes & fees
1 Dec - 2 Dec
Newly Remodeled Town House!

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

9.8 out of 10, Exceptional, (71)
"Thanks for having us"
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

10.0 out of 10, Exceptional, (49)
"The house was great and the people were very nice and helpful. "
The price is AU$346
includes taxes & fees
2 Dec - 3 Dec
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

Buckhorn Barndo Nature Retreat-near Siloamsprings

2.0 star property
Buckhorn Barndo Nature Retreat-near Siloamsprings

Idyllic Mt Sterling Retreat w/ Private Lake!

10.0 out of 10, Exceptional, (4)
"It was a delightful stay - games on the patio, corn hole on the desk, swimming, fishing, walks, and sitting around the fire. Also, we greatly appreciated the ample fridge and freezer space."
Idyllic Mt Sterling Retreat w/ Private Lake!

Idyllic Mt Sterling Retreat w/ Private Lake!

2.0 star property
Idyllic Mt Sterling Retreat w/ Private Lake!

Lovers’ Lakeside Love Nest Cozy Retreat on Pittsfields Serene Lake.

The price is AU$474
includes taxes & fees
30 Nov - 1 Dec
Lovers’ Lakeside Love Nest Cozy Retreat on Pittsfields Serene Lake.

Upgraded farmhouse between Springfield Illinois and St.Lous Missouri

Upgraded farmhouse between Springfield Illinois and St.Lous Missouri
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.
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Frequently asked questions

Where is the best place for a stay in Pittsfield?

Monroe Street Suites is a favourite property for Expedia customers. This hotel offers free parking and free WiFi. Traveller reviews also recommend William Watson Hotel and Green Acres Hotel as top choices for your stay. See all available top hotels, or vacation rentals in Pittsfield.

What are some of the best holiday rentals that Pittsfield has to offer?

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!: This highly rated holiday home rental in Pittsfield is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. See all vacation rentals in Pittsfield.

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

Yes, the majority of room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able 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.

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

Based on reviews, William Watson Hotel is a popular 3-star property for our travellers 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 place to stay when travelling with children to Pittsfield?

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

What's the best LGBTQ-friendly accommodation in Pittsfield?

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

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

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

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. See all boutique hotels in Pittsfield.

What are some accommodation options with pools in Pittsfield?

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!: Features sunloungers, an outdoor pool and complimentary wireless Internet access. View all hotels with pools in Pittsfield.

What's it like to stay in Pittsfield?

Visitors can enjoy all that Pittsfield has to offer, including the cafés, entertainment choices and breweries. Tourists can also enjoy so much more including its theatres. In Pittsfield, there are 10 hotels and other accommodation options 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 itinerary are King Park and Old Orchard Country Club. Take a look at what more there is 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 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.