Hotels in Pittsfield

Unveil the Hidden Treasures of Pittsfield: Where Art Meets Nature's Serenity

Pittsfield, Massachusetts, is a charming gem nestled in the Berkshires, offering a delightful blend of culture and nature. Explore the vibrant downtown, brimming with art galleries, theaters, and the renowned Berkshire Museum. Nature lovers can bask in the beauty of nearby lakes and parks, perfect for hiking, fishing, or a leisurely picnic. Don’t miss the stunning views from Mount Greylock, the highest peak in Massachusetts. With its rich history, artistic spirit, and scenic landscapes, Pittsfield invites travelers to experience a unique, off-the-beaten-path adventure that captures the heart of New England.

Discover great hotels in Pittsfield

Pittsfield offers a variety of hotel accommodations, ranging from cozy boutique hotels to comfortable chains. Whether you’re seeking spacious suites or charming inns, you’ll find options that cater to different tastes and budgets, all set against the scenic backdrop of the Berkshires. These are some of the hotels preferred by our travelers in Pittsfield:

1. Lenox InnOpens in a new window: This cozy 2.0-star hotel offers a comfortable stay with easy access to nearby skiing activities, perfect for leisure travelers seeking adventure and relaxation. Guests can unwind with entertainment options including television and cable television, ensuring a delightful in-room experience after a day of exploring. The focus on recreation makes it an inviting choice for those looking to recharge in a warm and welcoming atmosphere.
2. Wagon Wheel InnOpens in a new window: Enjoy a relaxing stay at this charming 2.0-star motel, where leisure travelers can appreciate the nearby city center and recreational activities such as skiing. The property features modern entertainment options like cable or satellite television and flat-screen televisions, contributing to a comfortable and enjoyable experience. With its convenient location and engaging amenities, this hotel captures the essence of a perfect getaway.
3. The YankeeOpens in a new window: This sophisticated 2.5-star hotel caters to business travelers seeking a seamless vacation experience. With a range of business amenities including a 24-hour business center, multiple meeting rooms, and conference space, it offers the perfect setting for productive stays. The hotel is designed for efficiency and convenience, making it an ideal choice for those looking to blend work and leisure effortlessly.

Top locations to stay in Pittsfield

Some great areas to stay in when visiting Pittsfield, Massachusetts, are Lenox, Lee, and Stockbridge. Lenox offers beautiful gardens and museums, making it perfect for culture lovers. Lee is charming with its historic churches and cafes, while Stockbridge boasts stunning gardens and scenic views. For first-time visitors, Lenox is the best choice for a memorable stay.

1. StockbridgeOpens in a new window: Stockbridge is a charming town known for its stunning gardens and rich cultural heritage. Visitors can explore the beautiful landscapes of the Berkshire Botanical Garden or enjoy the art exhibits at the Norman Rockwell Museum, dedicated to the famous American painter. The town’s picturesque streets are lined with shops and galleries, perfect for leisurely strolls and unique finds. Staying in Stockbridge offers a serene atmosphere combined with easy access to cultural attractions, making it a delightful retreat for travelers seeking beauty and inspiration.
2. LenoxOpens in a new window: Lenox is a fantastic spot for those who appreciate gardens and museums. The town is home to the enchanting Edith Wharton’s The Mount, a historic estate with beautifully landscaped gardens that invite exploration. Lenox is also famous for its cultural scene, hosting numerous events at Tanglewood, the summer home of the Boston Symphony Orchestra. With its quaint downtown area full of local boutiques and art galleries, Lenox provides a perfect blend of relaxation and cultural enrichment.
3. LeeOpens in a new window: Lee is a quaint town that offers a unique blend of historic charm and natural beauty, making it an appealing place to stay. Known for its stunning churches and historic architecture, Lee is a peaceful retreat for those looking to unwind. The nearby Lee Premium Outlets provide a fantastic shopping experience for bargain hunters. With its serene environment and proximity to the scenic beauty of the Berkshires, Lee is an ideal stop for travelers seeking tranquility and local charm.

Things to do in Pittsfield

Nestled among scenic hills and serene lakes, Pittsfield offers a delightful escape into nature. Visitors can enjoy outdoor activities like hiking and boating, while vibrant local sports and theater scenes promise lively entertainment. With cozy hotels nearby, it's an inviting destination for all kinds of adventurers.

• The MountOpens in a new window – Step into the world of literature and history at The Mount, a stunning historic house once owned by author Edith Wharton. Wander through the beautifully landscaped gardens and enjoy the architecture that reflects Wharton's unique style. Don’t miss the chance to explore the interior, filled with fascinating artifacts from her life.
• National Shrine of the Divine MercyOpens in a new window – Visit this serene shrine, a place of reflection and spiritual renewal. Take a peaceful stroll around the grounds, which feature stunning gardens and beautiful sculptures. Participate in the daily Mass or simply soak in the tranquil atmosphere that invites contemplation.
• Ventfort Hall Mansion and Gilded Age MuseumOpens in a new window – Discover the opulence of the Gilded Age at Ventfort Hall. This historic mansion invites you to explore its grand rooms and learn about the lives of the wealthy families who once resided here. Join a guided tour to truly appreciate the intricate details and rich history of this remarkable estate.
• Norman Rockwell MuseumOpens in a new window – Delve into the charming world of American illustration at the Norman Rockwell Museum. View an impressive collection of Rockwell's iconic works and enjoy special exhibitions that celebrate his artistic legacy. The museum's picturesque setting alongside the river adds to the experience.
• Berkshire Botanical GardenOpens in a new window – Spend a delightful afternoon at the Berkshire Botanical Garden, where you can meander through beautifully curated landscapes filled with diverse plant life. Engage with seasonal displays and find inspiration in the garden’s design, making it a perfect spot for a leisurely walk or a picnic.

5 tips for savvy savings when booking a hotel in Pittsfield

1. Book for the cheapest times: For those looking to explore Pittsfield on a budget, the most affordable months to visit are March, April, and November, when hotel prices are typically lower. Staying for at least 2 to 3 days is recommended to fully experience the area's historical and cultural landmarks. During your trip, you can enjoy attractions such as local museums, the vibrant theater scene, and various sports events, including baseball. Outdoor activities like biking around the scenic lakes and skiing in the winter also offer great value for money, making Pittsfield an appealing destination for budget-conscious travelers.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals for hotels in Pittsfield, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted rates as your travel date approaches. Consider enabling email alerts or push notifications to stay updated on flash sales and special promotions, ensuring you don't miss potential savings. Additionally, the Smart ShoppingOpens in a new window tool available in the app allows you to compare hotel prices and amenities, helping you make informed decisions. With these strategies, you're more likely to find great deals on Pittsfield hotels and secure the perfect last-minute getaway.
3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year. Being flexible with your travel dates may help you save on your stay at a hotel in Pittsfield. If you're interested in unique accommodations, boutique hotels often provide a more personalized experience and could offer better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we can suggest more budget-friendly dates that may help you secure a better deal.
4. Consider your location: Hotels near the city center usually tend to be more expensive, but thanks to Pittsfield's great public transportation options, you might discover a more affordable independent hotel a bit further out that still has good connections. If you're interested in exploring alternative, less crowded neighborhoods or even lesser-known nearby towns, you can often find excellent value for your money. Opting for these alternative locations could provide a more authentic and budget-friendly experience.
5. Become a Member: Join for free and start planning your next stay in Pittsfield! As a member, you'll unlock exclusive savings on over 100,000 hotels around the globe, including special member prices. Enjoy the benefits of progressing through membership tiers, which can include perks like complimentary room upgrades when available and discounts on food and beverages at select VIP Access properties. Don't miss out on these great offers—book your next getaway today!

Best time to go to Pittsfield

Pittsfield experiences its lowest average temperature in January, at 22.6°F (-5.2°C), while July is the hottest month, with an average temperature of 70.3°F (21.3°C). October tends to be the wettest months.The peak travel months to visit Pittsfield are June to August, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny to mostly cloudy conditions.