Pittsfield Resorts | Best All inclusive Deals in 2025

Pittsfield Resorts

Not Just Any Hotel – Only the Best Pittsfield Resorts, Selected for You!

Pittsfield

Apr 19, 2025 - Apr 20, 2025

2 adults, 1 room

Find

Name of hotel	Accommodation Rating	Price, $
Heart Of The Berkshires Motel	7.7 / 10 (133 Reviews)	From 51US$
Hotel On North	9.1 / 10 (197 Reviews)	From 113US$
Fairbridge Inn Express Pittsfield	4.0 / 10 (156 Reviews)	From 69US$

Heart Of The Berkshires Motel

970 West Housatonic Street

Although primarily a budget option, the Heart Of The Berkshires Motel offers comfortable and charming accommodations that make it a hidden gem for ski enthusiasts visiting the Pittsfield MA ski resorts. The motel provides inviting rooms paired with essential amenities, allowing guests to unwind at the end of an adventurous day. Its close proximity to the ski resorts means travelers can easily access the slopes, making it a practical choice for those seeking convenience. The friendly atmosphere encourages guests to mingle and create a sense of community among fellow skiers. While not a traditional luxury hotel, the Heart Of The Berkshires Motel offers a cozy and welcoming vibe that ensures every guest feels at home during their stay. A perfect blend of affordability and comfort, this motel makes for an enjoyable ski vacation.

From

51US$ /per night

Hotel On North

297 North Street

Hotel On North exemplifies luxury with its unique blend of sophisticated design and modern comforts near the Pittsfield MA ski resorts. This boutique hotel features meticulously decorated rooms that prioritize comfort and style, making every stay a memorable one. Guests can unwind in the upscale lounge area or enjoy a delicious meal at the hotel’s on-site restaurant that often features seasonal, locally sourced ingredients. The hotel is conveniently located for easy access to ski resorts, allowing guests to maximize their time on the slopes without lengthy commutes. In addition, the knowledgeable staff provide exceptional service, ensuring all your needs are met during your stay. For a luxurious ski getaway, Hotel On North stands out as a top choice in the Berkshires.

From

113US$ /per night

Budget-Friendly Hotels Near Pittsfield MA Ski Resorts

When planning a ski trip to the Pittsfield MA ski resorts, budget-friendly accommodations are essential for travelers looking to save without sacrificing comfort. This section highlights hotels that offer excellent amenities, affordability, and easy access to the nearby ski resorts. Affordable rates do not mean compromising on quality; these options provide a welcoming atmosphere for all guests. Proximity to ski lifts and rental services makes these hotels ideal for quick and easy access to the slopes. After a long day of skiing, you can return to your hotel to rest and recharge for another day of adventure. Discover these budget-friendly gems that make your ski getaway both enjoyable and economical.

Fairbridge Inn Express Pittsfield

16 Cheshire Road

While known as a budget-friendly option, the Fairbridge Inn Express Pittsfield also offers a surprising touch of luxury for those visiting the Pittsfield MA ski resorts. The hotel features well-appointed rooms, providing travelers with comfortable amenities and tasteful decor. Its convenient location allows guests to easily reach several nearby ski resorts, maximizing time on the slopes and minimizing travel. After a day of skiing, enjoy a dip in the pool or a cozy evening in the communal areas that promote relaxation and connection. Guests often appreciate the complimentary breakfast, which elevates the experience by saving time and money during busy mornings. At Fairbridge Inn Express, you can indulge in a pleasant stay without sacrificing comfort or convenience.

From

69US$ /per night