A historic building with a prominent tower and an American flag.

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Check availability on Pittsfield Pet-Friendly Hotels

Our top choices for Pittsfield pet-friendly hotels

A modern building with a white exterior, wooden deck, and a pergola with a railing.

1. Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.8 out of 10, Exceptional, (72 reviews)
"Best place Ive stayed period. 100 percent recommend"
United States
Isidro
The price is Rp2.005.465
Rp2.205.648 total
includes taxes & fees
15 Nov - 16 Nov
Monroe Street Suites
A rustic room with a brick fireplace, a decorative feather wall hanging, a wooden table with a lamp, and a leather armchair.

2. William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.4 out of 10, Exceptional, (385 reviews)
"Great place"
United States
Caroline
The price is Rp1.542.665
Rp1.696.622 total
includes taxes & fees
14 Nov - 15 Nov
William Watson Hotel
A hallway with wooden doors leading to a dining area with a table and chairs.

3. Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.8 out of 10, Excellent, (153 reviews)
"Wonderful place to stay!"
United States
Michele
The price is Rp2.235.231
Rp2.458.464 total
includes taxes & fees
6 Dec - 7 Dec
Green Acres Hotel
A bakery display with various baked goods and packaged snacks.

4. Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (145 reviews)
"We stay everytime we are in town"
United States
Stephanie
The price is Rp1.249.559
Rp1.374.265 total
includes taxes & fees
3 Dec - 4 Dec
Rodeway Inn Pittsfield
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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Top Pittsfield Hotel Reviews

William Watson Hotel

William Watson Hotel

10/10 Excellent
"We had a wonderful little stay in Pittsfield!"
Hannah 1-night trip
Posted 15 hours ago
William Watson Hotel

Frequently asked questions

What's the best dog-friendly accommodation option in Pittsfield?
Rodeway Inn Pittsfield is a top hotel for people travelling with their pets and offers free WiFi for its human guests.
What's the best time of year to travel to Pittsfield with my pet?
When you travel with your pet, keeping tabs on the weather can help you make the trip more safe and fun for everyone. 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 is there to see and do with your pet in Pittsfield?
Known for its opera, Pittsfield has lots to offer visitors, including its entertainment and theatres. See the local sights and visit John Greene Shastid House and Pike County Historic Museum. While you're there, make sure you don't miss King Park and Old Orchard Country Club.