Title: Book the Best PET FRIENDLY Hotels in Pittsfield, MA from CA $223 - Pittsfield Dog-Friendly Hotels | Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d9478.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d9478.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.ca/Cheap-Flights-To-Pittsfield.d9478.Travel-Guide-Flights)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d9478.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d9478.Destination-Travel-Guides) ![Pittsfield which includes flowers and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105629-Pittsfield.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Pet-friendly Hotels in Pittsfield, MA from CA $223 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pittsfield Pet-friendly Hotels Tonight [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-09-27&endDate=2025-09-28&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-09-28&endDate=2025-09-29&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=9478&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pittsfield Pet-friendly Hotels ![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/9e766351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/c3ea2282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/651f878e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel On North Pittsfield 9.6/10 Exceptional (774) "Great property! Very large clean room in a unique hotel! " CA $199 CA $223 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/5fa17ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/b6081d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/1715f4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LCD TV with cable/satellite channels, TV, MP3 dock](https://images.trvl-media.com/lodging/11000000/10250000/10246100/10246064/8f88194e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Lenox Pittsfield Pittsfield 9.2/10 Wonderful (646) "We always stay at the Garden Inn when visiting the Berkshires." CA $227 CA $253 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/a5ddb496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/63cb703a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/7e362400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/85b23873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table Pittsfield 9.8/10 Exceptional (147) "Plenty of space to stay with friends but have your own space. Lots of outdoors activities in the area which was perfect. Clean, comfortable and pool table and hot tub were a plus! " [](https://www.expedia.ca/Pittsfield-Hotels-Beautiful-8-Bedroom.h33492239.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102410000/102401300/102401286/bd3a7441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102410000/102401300/102401286/7f1582c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102410000/102401300/102401286/a650e1bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102410000/102401300/102401286/e1ec1641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodland 5-BR Retreat 5-Min to Jiminy Peak Hancock 10/10 Exceptional (10) "We booked this house for a weekend getaway to visit friends that live close by. The house is amazing, great island in the kitchen which we would just hang out at. The front porch is great and the pool is 10/10. Bonus of having a solo stove fire pit as well. More than enough room for the 5 adults and 2 kids. Will definitely be booking again! " [](https://www.expedia.ca/Pittsfield-Hotels-Woodland-5-BR-Retreat-5-Min-To-Jiminy-Peak.h102401286.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114210000/114207200/114207109/6f3f0583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114210000/114207200/114207109/bb86c9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114210000/114207200/114207109/bb8e6c61_edited_db8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114210000/114207200/114207109/b3634a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location Pittsfield 10/10 Exceptional (7) "A lovely cabin centrally located in the Berkshires! Had everything we needed for our stay, including air conditioning during a heat wave! " [](https://www.expedia.ca/Pittsfield-Hotels-Charming-2-Bedroom-Cottage-With-WiFi.h114207109.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/59000000/58280000/58280000/58279955/6135627f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58280000/58280000/58279955/2ef6bb5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/59000000/58280000/58280000/58279955/941ad1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/59000000/58280000/58280000/58279955/3c8d4790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dancing Horse Lodge Pittsfield 9.4/10 Exceptional (45) "We had a great stay with our family. Clean and close to where my daughter lives." [](https://www.expedia.ca/Pittsfield-Hotels-Dancing-Horse-Lodge.h58279955.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/a38bbe4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/adca2c72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/44aa4835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/3fc8dc3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions! Pittsfield 8.0/10 Very good (5) "Very clean and spacious! We enjoyed our stay with our small pup!" CA $375 CA $676 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Pittsfield-Hotels-3-Bedroom-Home-W-Lake-And-Mountain-Views-Near-Skiing.h106650307.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/39000000/38230000/38226600/38226527/cc7d49f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices, printers](https://images.trvl-media.com/lodging/39000000/38230000/38226600/38226527/f5f8c073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/39000000/38230000/38226600/38226527/46f52773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38230000/38226600/38226527/ee6cf486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Pittsfield Colonial by Evergreen Home Pittsfield 10/10 Exceptional (34) "What a stay! We enjoyed this house and all of the amenities. The booking process was seamless and came with additional services like photographer, masseuse, and personal chef. The communication was absolutely superb, the house was very accommodating, spacious, and super comfortable! We made family memories that will last a lifetime! Thank you to the team and this beautiful home ! " [](https://www.expedia.ca/Pittsfield-Hotels-Renovated-Pittsfield-Colonial-By-Evergreen-Home.h38226527.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89790000/89789600/89789511/14f4ab5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89790000/89789600/89789511/a215badb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89790000/89789600/89789511/6b1b4471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89790000/89789600/89789511/d5182a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Pittsfield Home With A View! Pittsfield 8.2/10 Very good (11) "Great view from the property, lovely house and yard. Coiuldn't have been a better stay. " [](https://www.expedia.ca/Pittsfield-Hotels-Chic-Pittsfield-Home-With-A-View.h89789511.Hotel-Information) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94344900/94344810/a6621c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94344900/94344810/95d39322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94344900/94344810/5e14af4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94344900/94344810/0ded7f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Historic Home in the Berkshires! Pittsfield [](https://www.expedia.ca/Pittsfield-Hotels-Historic-Home-1-Mi-To-Burbank-Park.h94344810.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12®ionId=9478&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Pittsfield ### Discover top Pittsfield attractions with your pet Pittsfield, Massachusetts, offers a delightful array of activities for pet-loving travellers. Begin your adventure at the beautiful Burbank Park, where you and your furry friend can stroll along the scenic walking paths, enjoy a picnic on the grassy lawns, or simply take in the stunning views of the lake. For those seeking a bit of culture, visit the Berkshire Museum, which often hosts pet-friendly events and allows leashed pets in certain outdoor areas, making it a unique way to explore local art and history together. If you're in the mood for a longer hike, head to the nearby Pittsfield State Forest, featuring miles of trails that welcome dogs on leads, providing an excellent opportunity to discover the region's natural beauty. Don't miss the chance to unwind at the local dog-friendly cafes, where your pet can join you as you savour a freshly brewed coffee or a delicious pastry. For accommodation, consider staying in the downtown area, where a selection of pet-friendly hotels not only provide comfort and convenience but also easy access to parks and eateries. Enjoy the experience of exploring this charming town while knowing that your beloved pet is welcome by your side. ### Find the best pet-friendly hotels in Pittsfield If you're heading to Pittsfield with your furry friends, these top hotels offer welcoming environments and thoughtful pet amenities to ensure a comfortable stay for both of you. [Hotel On North](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) - **Why it's great for a pet-friendly vacation:** Hotel On North is a perfect choice for pet-friendly travellers, an impressive guest review rating of 9.6. The hotel welcomes pets with open arms, offering in-room pet amenities and essentials like food and water bowls to ensure a homely atmosphere for your furry companions. With its inviting spaces and modern comforts, it guarantees a delightful stay for you and your pets alike. - **Other amenities:** Guests can enjoy daily housekeeping, complimentary toiletries, and a cozy fireplace in select rooms. The hotel features premium bedding for a restful night's sleep, along with a concierge service to assist with local attractions. Self-parking is available for those driving to the area, and the hotel also offers a sofa bed for added flexibility in room arrangements. - **Nearby attractions:** Colonial Theater - 0.7 km, Berkshire Athenaeum - 0.7 km, Barrington Stage Company - 0.6 km [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information) - **Why it's great for a pet-friendly vacation:** The Hilton Garden Inn Lenox Pittsfield combines comfort with pet-friendly policies, receiving an admirable guest review rating of 9.2. This hotel allows dogs and cats, providing a warm environment for all types of pets. With convenient in-room amenities and nearby locations for walks, it ensures both guests and their furry friends enjoy their stay. - **Other amenities:** Guests can take advantage of an indoor pool and fitness centre, perfect for staying active during their visit. The hotel features a terrace and a snack bar for leisurely afternoons, along with a kitchen and refrigerator in rooms for easy meal prep. For those interested in outdoor activities, skiing is nearby, and self-parking is complimentary. - **Nearby attractions:** Pleasant Valley Wilderness Sanctuary - 2.4 km, Herman Melville's Arrowhead - 3.1 km, Bousquet Ski Area - 2.2 km [The Central Downtown Inn & Suites](https://www.expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) - **Why it's great for a pet-friendly vacation:** The Central Downtown Inn & Suites is a premium choice for pet owners, receiving an excellent review rating of 8.8. This hotel welcomes both dogs and cats, providing a comfortable environment for furry companions. With thoughtful amenities and spacious rooms, it ensures a pleasant stay for all guests. - **Other amenities:** The hotel includes well-equipped kitchen facilities in rooms, allowing for easy meal preparation during your visit. Guests can enjoy a terrace and a range of in-room amenities such as a microwave and dishwasher. Self-parking is available, and the hotel offers daily housekeeping along with complimentary toiletries for a straightforward experience. - **Nearby attractions:** Colonial Theater - 0.7 km, Berkshire Athenaeum - 0.6 km, Berkshire Museum - 0.3 km [Best Western Plus Berkshire Hills Inn & Suites](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) - **Why it's great for a pet-friendly vacation:** With a guest review rating of 8.6, the Best Western Plus Berkshire Hills Inn & Suites is an excellent pet-friendly option in Pittsfield. This hotel welcomes dogs and has designated pet areas, ensuring a comfortable and enjoyable stay for both pets and their owners. The friendly atmosphere and thoughtful amenities make it a popular choice for travellers with furry companions. - **Other amenities:** Guests can enjoy free buffet breakfast daily, housekeeping services, and convenient access to outdoor activities like skiing and snowboarding. The hotel features free self-parking and a snack bar, along with facilities for families. Additionally, a grocery convenience store is onsite, adding to the convenience of the stay. - **Nearby attractions:** Hancock Shaker Village - 2.7 km, Bousquet Ski Area - 4.1 km [Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) - **Why it's great for a pet-friendly vacation:** The Holiday Inn & Suites Pittsfield-Berkshires offers a warm welcome to pets, with a solid review rating of 8.0. This hotel allows pets in designated rooms and provides various amenities to ensure a comfortable stay for both guests and their furry friends. Its convenient location makes it a great base for exploring the Berkshires with your pet. - **Other amenities:** The hotel features an indoor pool and a health club for relaxation and fitness. Guests can enjoy mountain views from the terrace and take advantage of free self-parking. The hotel also offers a range of dining options nearby, with shopping and outdoor activities just a stone's throw away. Additional amenities include a microwave in rooms, free toiletries, and daily housekeeping. - **Nearby attractions:** Colonial Theater - 0.4 km, Berkshire Athenaeum - 0.4 km, Berkshire Museum - 0.7 km ## Top Pittsfield Hotel Reviews ![FairBridge Inn Express](//images.trvl-media.com/lodging/1000000/10000/1600/1543/abb5a87f_y.jpg) ### FairBridge Inn Express 10/10 Excellent "Good service and people" [](https://expedia.ca/Pittsfield-Hotels-Econo-Lodge.h1543.Hotel-Information) ![Hotel On North](//images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "everything-loved it!" [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](//images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Valerie at the front desk and who checked me in was above and beyond in customer service. She checked to see if I had a IGH account—which I did but had forgotten, and reminded me about the points and promotions. This Holiday Inn is a well managed property. Thank you" [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "A great place if you appreciate and like history. The lobby is filled with antiques and the porch is great to rock in a chair and sip some wine. Parking is no issue and you can walk to local restaurants and shops. " [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![The Central Downtown Inn & Suites](//images.trvl-media.com/lodging/2000000/1460000/1457800/1457797/fdeb3407_y.jpg) ### The Central Downtown Inn & Suites 10/10 Excellent "Pet friendly and all the questions answered above." [](https://expedia.ca/Pittsfield-Hotels-Yankee-Suites-Extended-Stay.h1457797.Hotel-Information) ## Frequently asked questions ### What's the best pet-friendly accommodation in Pittsfield? > [Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://www.expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Other good options for you and your pet's trip include [Best Western Plus Berkshire Hills Inn & Suites](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) and [Hilton Garden Inn Lenox Pittsfield](https://www.expedia.ca/Pittsfield-Hotels-Hilton-Garden-Inn-Lenox-Pittsfield.h10246064.Hotel-Information). ### How many hotels that welcome pets will I be able to find in Pittsfield? > Frolic with your furry friend at one of Expedia's 5 Pittsfield hotels that allow pets. ### What's the best time of year to travel to Pittsfield with my pet? > When you travel with your pet, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall. ### What is there to see and do with your pet in Pittsfield? > Known for its baseball and entertainment, Pittsfield has lots to offer visitors including its theaters, opera, and museums. See the local sights and visit Berkshire Museum and Colonial Theater. While you're there, make sure you don't miss Barrington Stage Company and Bousquet Ski Area. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [B&B in Berkshire County](https://www.expedia.ca/Berkshire-County-Bed-And-Breakfast.d553248635083901436-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Berkshire County](https://www.expedia.ca/Berkshire-County-Chalets.d553248635083901436-aaChalets.Travel-Guide-Accommodation) - [Inns in Berkshire County](https://www.expedia.ca/Berkshire-County-Inns.d553248635083901436-aaInns.Travel-Guide-Accommodation) - [Resorts in Berkshire County](https://www.expedia.ca/Berkshire-County-Resort-Hotels.d553248635083901436-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in Dalton](https://www.expedia.ca/Dalton-Apart-Hotels.d6911-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Dalton](https://www.expedia.ca/Dalton-Bed-And-Breakfast.d6911-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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