Find ski hotels & lodging in Pittsfield, MA

Rates for ski hotels in Pittsfield range between $73 and $149 per night. No matter your budget, you’ll find a stay that suits your needs. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Grab your ski poles and boots and hit the mountains at Hilton Garden Inn Lenox Pittsfield. This 3-star property is recommended by experienced Expedia travelers and comes with a terrace and a swimming pool. Club Wyndham Bentley Brook is another top-rated choice where you can spend days carving up the snow. This 3-star getaway offers mountain views and a garden among many other conveniences. Pittsfield has multiple ski hotels with a total average guest review rating of 8.0 and easy access to awesome places to thunder down the slopes.

Choose from 10 ski hotels in Pittsfield. Spend your vacation slicing the slopes and then come home to comfy relaxation at one of these properties.

Ski hotels start at $73 per night, so your Pittsfield vacation doesn’t have to carve a chunk out of your budget. Hampton Inn & Suites Berkshires-Lenox is an inexpensive choice that features a swimming pool and a garden. The Yankee, Trademark Collection by Wyndham also promises a snowy vacation for less. Amenities here include a barbecue grill and a swimming pool. Taking advantage of free attractions in Pittsfield makes your travel budget stretch even further. Furnace Brook Winery at Hilltop Orchards and Wahconah Falls State Park are favorites among visitors. With the dollars you save, you can keep on sightseeing! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Pack your goggles and gloves and make Howard Johnson by Wyndham Lenox the base for your next skiing trip. It offers a swimming pool and a garden and is around 3 mi south of downtown Pittsfield. Wagon Wheel Inn is a second option where downhill thrills await. Located about 3 mi south of the center, conveniences here include express check-out services and free WiFi.When you’re ready to sightsee, make a beeline for Jiminy Peak Mountain Resort. Bousquet Ski Area is another highlight in Pittsfield.

A ski break with the family in Pittsfield couldn’t be easier at Hotel On North. With amenities like room service and free WiFi, your team will feel right at home at this 3.5-star stay. Hilton Garden Inn Lenox Pittsfield is an alternative family-friendly escape. It has a 3-star rating and amenities including a swimming pool and a laundry service. After checking in and kicking back together in your comfy new digs, it’s time to hit the road and start sightseeing. Berkshire Museum and Berkshire Scenic Railway Museum are two excellent family-friendly attractions in Pittsfield.

Although there are no 5-star ski hotels in Pittsfield, there are 4-star options where you can have fun carving up the slopes. Located around 6 mi from downtown, Garden Gables Inn comes recommended by Expedia guests. Amenities here include premium bedding and concierge services. Another stylish retreat is Hampton Terrace Inn. It’s around 7 mi from the center of Pittsfield and offers conveniences like concierge services and a tennis court.

Great prices on ski hotels in Pittsfield are some of the many reasons to book your next vacation with Expedia. Looking for something low cost or luxurious, or a property that also features a restaurant? Our handy search filters make it easy to find a getaway with everything you need. You can also become an Expedia Rewards member at no cost and score further hotel bargains.

Sourcing a cheap ski hotel in Pittsfield is super easy with Expedia. To lock in a fantastic stay, use our convenient filter tool to fine-tune your search results by star rating, amenities and budget. You can also sort your results by price so that the most budget-friendly options appear at the top of the list.

You’ll find loads of awesome things to see and do in Pittsfield. Drop by leading attractions like Jiminy Peak Mountain Resort, Bousquet Ski Area and Shakespeare and Company. October Mountain State Forest, Pittsfield State Forest and Berkshire Museum are also visitor favorites.