Nestled in the rolling hills of western Massachusetts, the Berkshires beckon with a perfect blend of natural beauty, cultural richness, and luxurious retreats. As a travel enthusiast who’s explored this enchanting region, I’m excited to share my insider’s guide to the best hotels and must-visit spots in this idyllic corner of New England. From cozy bed-and-breakfasts to world-class resorts, and from serene hiking trails to vibrant art scenes, the Berkshires offer something for every traveler. Join me as we uncover the hidden gems and celebrated landmarks that make this destination a year-round haven for those seeking both relaxation and adventure.
Our pick of the best hotels in the Berkshires 🏩
- 💎 Luxury Hotel: The Constance
- ✨ 5-Star: Vacation Village in the Berkshires
- 🏨 4-Star: The Goodwin Hotel
- 🛏️ 3-Star: Yankee Inn
- 💸 Cheap: La Quinta by Wyndham Clifton Park
- 🏢 Apartment: Nautical Nest
- 👨👩👧👦 For Families: Holiday Inn Club Vacations Oak n' Spruce Resort
- 🏩 For Couples: Shaker Mill Inn
Best Berkshires Luxury Hotels ⭐
1. Shaker Mill Inn
Nestled in the heart of the Berkshires, the Shaker Mill Inn offers a luxurious escape inspired by the original owner’s ancestral home in Oxford. This beautifully renovated 19th-century mill workers’ cottage boasts spacious suites with fireplaces, perfect for unwinding after a day of exploring the nearby hiking trails and cultural attractions. Guests can enjoy the outdoor pool, hot tub, and fitness center, or simply relax on the charming porches and take in the picturesque surroundings. With its prime location in West Stockbridge, the Shaker Mill Inn is just a short drive from the Norman Rockwell Museum, Tanglewood, and other popular destinations in the Berkshire Hills. Whether you’re seeking outdoor adventures, cultural experiences, or simply a peaceful retreat, this boutique hotel offers the perfect blend of comfort, style, and convenience.
2. The Constance
The Constance is a luxurious boutique hotel located in the heart of the Berkshires, offering a unique blend of historical charm and modern amenities. This beautifully restored mansion, originally built during the Gilded Age, features elegant guest rooms and suites with plush bedding, fireplaces, and stunning views of the surrounding hills. Guests can indulge in the hotel’s on-site dining options, including a two-person cocktail bar and a gourmet restaurant serving locally-sourced cuisine. The Constance is conveniently located near many of the Berkshires’ top attractions, such as the Massachusetts Museum of Contemporary Art (MASS MoCA), the Clark Art Institute, and the Williamstown Theatre Festival. With its impeccable service, luxurious accommodations, and prime location, The Constance is the perfect choice for discerning travelers seeking a truly memorable experience in the Berkshires.
3. Vacation Village in the Berkshires
Vacation Village in the Berkshires is a luxurious resort nestled in the scenic town of Hancock, offering spacious suites and a wide range of amenities for the ultimate Berkshire getaway. Each suite features a fully-equipped kitchen, separate living area, and private balcony or patio, providing guests with plenty of space to relax and unwind. The resort boasts an indoor and outdoor pool, fitness center, and on-site dining options, ensuring that guests have everything they need for a comfortable and enjoyable stay. Vacation Village is surrounded by miles of hiking trails, making it the perfect base for exploring the natural beauty of the Berkshire Hills. The resort is also conveniently located near popular attractions such as Jiminy Peak Mountain Resort, the Norman Rockwell Museum, and Tanglewood, the summer home of the Boston Symphony Orchestra. Whether you’re seeking outdoor adventures, cultural experiences, or simply a luxurious escape, Vacation Village in the Berkshires has something for every kind of traveler.
4. Graduate Storrs
Graduate Storrs is a stylish and sophisticated hotel located in the heart of the Berkshires, offering a unique blend of modern design and local charm. This beautifully renovated property features spacious guest rooms and suites with plush bedding, custom artwork, and thoughtful amenities, creating a comfortable and inviting atmosphere for guests. The hotel boasts an on-site restaurant and bar, serving delicious cuisine and craft cocktails in a trendy and welcoming setting. Graduate Storrs is conveniently located near many of the Berkshires’ top attractions, such as the Tanglewood Music Center, the Norman Rockwell Museum, and the scenic hiking trails of the Appalachian Trail. With its prime location, impeccable service, and stylish accommodations, Graduate Storrs is the perfect choice for travelers seeking a luxurious and memorable experience in the heart of the Berkshires.
Best Hotels Near Spriengfield 🏛️
1. Holiday Inn Express Springfield Downtown
The Holiday Inn Express Springfield Downtown is conveniently located in the heart of Springfield, just steps away from many of the city’s top attractions. This hotel offers comfortable rooms with modern amenities, including free Wi-Fi, flat-screen TVs, and coffee makers. Guests can enjoy a complimentary hot breakfast buffet each morning, as well as access to the hotel’s fitness center and indoor pool. The hotel is also within walking distance of several restaurants, shops, and entertainment venues, making it a great starting point for exploring all that Springfield has to offer. With its prime location and excellent amenities, the Holiday Inn Express Springfield Downtown is a top choice for both business and leisure travelers visiting western Massachusetts.
2. Residence Inn by Marriott Springfield Chicopee
The Residence Inn by Marriott Springfield Chicopee is a modern all-suite hotel that offers spacious accommodations for both short and long-term stays. Each suite features a fully equipped kitchen, separate living and sleeping areas, and free Wi-Fi, making it ideal for families, groups, or extended-stay travelers. Guests can start their day with a complimentary hot breakfast buffet and unwind in the evening at the hotel’s evening social, which offers light fare and drinks. The hotel also features an indoor pool, fitness center, and outdoor patio with a fire pit, providing plenty of opportunities for relaxation and recreation. Located just a short drive from downtown Springfield and other popular attractions in western Massachusetts, the Residence Inn by Marriott Springfield Chicopee is a great choice for those seeking a comfortable and convenient home away from home.
3. Homewood Suites by Hilton Holyoke-Springfield/North
The Homewood Suites by Hilton Holyoke-Springfield/North is an all-suite hotel that offers spacious and comfortable accommodations for both short and long-term stays. Each suite features a fully equipped kitchen, separate living and sleeping areas, and free Wi-Fi, making it ideal for families, groups, or extended-stay travelers. Guests can enjoy a complimentary hot breakfast buffet each morning and a complimentary evening social Monday through Thursday, which offers light fare and drinks. The hotel also features an indoor pool, fitness center, and outdoor patio with a fire pit, providing plenty of opportunities for relaxation and recreation. Located just a short drive from downtown Springfield and other popular attractions in western Massachusetts, the Homewood Suites by Hilton Holyoke-Springfield/North is a great choice for those seeking a comfortable and convenient home away from home.
Best Hotels Near Albany 🌃
1. Morgan State House Inn
This charming bed and breakfast is located in a restored 19th-century building in the heart of Albany’s historic district. The Morgan State House Inn offers a unique blend of Victorian elegance and modern amenities, with individually decorated rooms featuring period furnishings and contemporary comforts. Guests can enjoy a complimentary continental breakfast each morning in the elegant dining room or on the lovely garden patio. The inn’s central location puts you within walking distance of the New York State Capitol, Empire State Plaza, and many of Albany’s top attractions. With its intimate atmosphere and personalized service, the Morgan State House Inn provides a delightful alternative to chain hotels for those seeking a more authentic Albany experience.
2. Hotel Indigo Albany Latham
Hotel Indigo Albany Latham offers a stylish and modern retreat just minutes from Albany International Airport. This boutique hotel features vibrant, locally-inspired decor and spacious rooms equipped with all the amenities you need for a comfortable stay. Guests can enjoy the on-site restaurant and bar, fitness center, and indoor pool. The hotel’s location in Latham provides easy access to both downtown Albany and the surrounding Berkshire region, making it an ideal base for exploring the area. Whether you’re visiting for business or leisure, Hotel Indigo Albany Latham offers a fresh and inviting atmosphere with attentive service to ensure a memorable stay.
3. Holiday Inn Schenectady
The Holiday Inn Schenectady is a modern and comfortable hotel located in the heart of Schenectady, just a short drive from Albany. This recently renovated property offers spacious rooms with contemporary decor and amenities, including free Wi-Fi and flat-screen TVs. Guests can take advantage of the indoor pool, fitness center, and on-site restaurant and bar. The hotel’s location near General Electric, Proctors Theatre, and Union College makes it an excellent choice for both business and leisure travelers. With its convenient location and range of facilities, the Holiday Inn Schenectady provides everything you need for a pleasant stay in the Capital Region.
4. Tru by Hilton Albany Airport
Tru by Hilton Albany Airport offers a fresh and affordable lodging option just minutes from Albany International Airport. This modern hotel features bright, efficiently designed rooms with comfortable beds, large TVs, and plenty of power outlets for all your devices. Guests can enjoy a complimentary hot breakfast each morning, as well as access to a 24/7 market for snacks and essentials. The hotel also offers a fitness center, game room, and work spaces for those needing to stay productive. With its convenient location near the airport and major highways, Tru by Hilton Albany Airport is an excellent choice for travelers looking for a comfortable and budget-friendly stay in the Albany area.
Best Hotels on North Egremont 🏡
1. The Constance
The Constance is a charming boutique hotel located in the heart of the Berkshires, offering a unique blend of modern amenities and historic charm. This converted 19th-century mill workers’ cottage provides guests with a cozy and intimate atmosphere, perfect for those seeking a quiet retreat. The hotel features beautifully appointed rooms filled with modern decor and comfortable furnishings. Guests can enjoy free private parking and easy access to popular attractions like Tanglewood Musical Center and Mount Greylock. The Constance is an ideal base for exploring the natural beauty and cultural offerings of Western Massachusetts, with miles of hiking trails and world-class museums nearby. During your stay, don’t miss the hotel’s happy hour, where you can mingle with other guests and sample local wines.
2. Berkshire Mountain Lodge
Berkshire Mountain Lodge is a picturesque retreat nestled in the beautiful Berkshire Hills. This lodge offers spacious one-bedroom condominiums equipped with full kitchens and cozy living areas, making it an excellent choice for families or extended stays. The property features an indoor pool, fitness center, and game room, providing ample entertainment options for guests of all ages. Located near Lenox, the lodge is perfectly situated for exploring the region’s many attractions, including the Norman Rockwell Museum and the Gilded Age mansions. Outdoor enthusiasts will appreciate the proximity to numerous hiking trails and ski resorts. The friendly staff can help arrange various activities and provide recommendations for the best local restaurants and cultural events.
3. Yankee Inn
The Yankee Inn is a classic New England country inn located in Lenox, offering a comfortable and affordable base for exploring the Berkshires. This charming property features both traditional inn rooms and modern motel-style accommodations, catering to a variety of preferences and budgets. Guests can enjoy amenities such as an indoor pool, hot tub, and complimentary continental breakfast. The inn’s central location makes it easy to visit popular attractions like Tanglewood, the Norman Rockwell Museum, and the many cultural venues in the area. During your stay, take advantage of the inn’s knowledgeable staff, who can provide insider tips on the best local hiking trails, restaurants, and seasonal events. The Yankee Inn’s cozy common areas and outdoor seating provide perfect spots for relaxation after a day of exploring the beautiful Berkshire countryside.
4. Holiday Inn Club Vacations Oak n' Spruce Resort
The Holiday Inn Club Vacations Oak n’ Spruce Resort is a family-friendly destination located in South Lee, offering spacious villas and a wide range of on-site activities. This expansive property features both indoor and outdoor pools, a fitness center, mini-golf, and tennis courts, ensuring there’s something for everyone in the family to enjoy. The resort’s location in the heart of the Berkshires provides easy access to popular attractions like the Norman Rockwell Museum, Tanglewood, and numerous outdoor recreation areas. Guests can choose from one-, two-, or three-bedroom villas, all equipped with full kitchens and separate living areas. The resort also offers organized activities and events for guests of all ages, making it an ideal choice for family vacations or group getaways. Don’t miss the opportunity to explore the charming towns of Lenox and Stockbridge, both just a short drive away.
Best 4-star Hotels in the Berkshires 🏢
1. Red Lion Inn
The Red Lion Inn is a historic hotel located in Stockbridge, in the heart of the Berkshires. This charming inn offers a blend of modern amenities and traditional New England hospitality. With its rich history dating back to 1773, the Red Lion Inn provides guests with a unique experience of staying in one of the oldest continuously operating inns in America. The hotel features beautifully appointed rooms, each with its own character and decor. Guests can enjoy fine dining at the inn’s restaurant, which serves farm-to-table cuisine using locally sourced ingredients. The inn also offers a year-round heated outdoor pool and hot tub, perfect for relaxation after a day of exploring the Berkshires. Its central location makes it an ideal base for visiting nearby attractions such as the Norman Rockwell Museum and Tanglewood Music Center. The Red Lion Inn is not just a place to stay, but a destination in itself, offering a true taste of Berkshire County charm and hospitality.
2. Seven Hills Inn
Seven Hills Inn is a luxurious mansion in Lenox, offering a perfect blend of historic charm and modern comfort. This elegant inn is set on 27 acres of lush gardens and lawns, providing a serene retreat in the heart of the Berkshires. The inn features beautifully appointed rooms and suites, each uniquely decorated to reflect the property’s rich history. Guests can enjoy amenities such as an outdoor pool, tennis courts, and beautifully landscaped grounds. The inn’s location is ideal for those interested in cultural activities, being just a short drive from Tanglewood Music Center and other popular Berkshire attractions. Seven Hills Inn offers a complimentary continental breakfast, and its proximity to downtown Lenox provides easy access to a variety of dining options. With its combination of luxury, history, and natural beauty, Seven Hills Inn offers a truly memorable stay in one of the most picturesque towns in the Berkshires.
3. Gateways Inn
Gateways Inn is a charming boutique hotel located in the heart of Lenox, offering a luxurious and intimate experience in the Berkshires. This elegant inn, housed in a beautifully restored Procter mansion from the Gilded Age, combines historic charm with modern amenities. The inn features 11 uniquely decorated rooms and suites, each offering a blend of comfort and sophistication. Guests can enjoy fine dining at the inn’s renowned restaurant, which serves gourmet cuisine prepared with locally sourced ingredients. The Gateways Inn also boasts a cozy bar and lounge area, perfect for relaxing with a cocktail after a day of exploring. Its central location in Lenox makes it an ideal base for visiting nearby attractions such as Tanglewood, The Mount (Edith Wharton’s Home), and the Norman Rockwell Museum. The inn’s attentive staff and personalized service ensure a memorable stay, making it a favorite among visitors looking for a luxurious retreat in the Berkshires.
4. 33 Main
33 Main is a luxurious boutique inn located in the charming town of Lenox, offering a sophisticated and intimate lodging experience in the heart of the Berkshires. This elegantly restored 19th-century property features eight beautifully appointed rooms and suites, each uniquely designed with a perfect blend of classic and contemporary styles. The inn is known for its attention to detail, from the high-quality linens to the curated artwork adorning the walls. Guests can enjoy a gourmet breakfast each morning, featuring locally sourced ingredients and homemade pastries. 33 Main’s central location in Lenox provides easy access to the town’s shops, restaurants, and cultural attractions, including the nearby Tanglewood Music Center. The inn also offers personalized concierge services to help guests make the most of their stay in the Berkshires, whether it’s arranging outdoor activities, cultural excursions, or dining reservations. .
Best Mid-Range Accommodations 🏨
1. The Hotel Saratoga, Ascend Hotel Collection
Located in Saratoga Springs, New York, this hotel offers a comfortable stay with easy access to the area’s attractions. While not in the Berkshires, it provides a similar experience to what you might find in western Massachusetts. The hotel features an outdoor pool, fitness center, and on-site bistro and bar. Rooms are equipped with 65-inch smart TVs and plush pillow-top mattresses. The property is conveniently situated near the Saratoga Performing Arts Center, reminiscent of the performances at the Colonial Theater you might enjoy in the Berkshires. With its proximity to Saratoga Spa State Park, guests can enjoy miles of trails, much like the outdoor experiences available in the Berkshires. The hotel’s design is inspired by local culture, similar to how Berkshires accommodations often reflect the region’s artistic heritage.
2. Hyatt House Hartford North/Windsor
While this Hyatt House is located in Windsor, Connecticut, rather than the Berkshires, it offers amenities similar to what you might find in upscale Berkshires accommodations. The hotel provides spacious suites with fully equipped kitchens, perfect for extended stays or family trips. Guests can enjoy a complimentary breakfast, an indoor pool, and a fitness center. The property’s location near Hartford offers easy access to cultural attractions, much like how Berkshires hotels are often close to great museums and historical sites. The comfortable beds and clean rooms are consistently praised by guests, mirroring the high standards you’d expect from Berkshires B&Bs and inns. While not surrounded by the picturesque landscapes of western Massachusetts, the hotel’s modern amenities and convenient location make it a worthy alternative for those exploring the broader New England region.
3. Courtyard by Marriott Albany Troy/Waterfront
This Courtyard by Marriott, while located in Troy, New York instead of the Berkshires, offers a stay experience that shares some similarities with what you might find in western Massachusetts. The hotel boasts a prime waterfront location, reminiscent of the scenic views you’d enjoy in the Berkshires. Rooms feature floor-to-ceiling windows, providing ample natural light and views. The on-site Bistro offers breakfast and dinner options, as well as evening cocktails, similar to the dining experiences you might have at a Berkshires inn. The hotel’s fitness center and business amenities cater to both leisure and business travelers, much like versatile Berkshires accommodations. While you won’t be surrounded by the artistic heritage of the Berkshires, the hotel’s proximity to Albany and Troy offers its own cultural experiences. The comfortable beds and clean rooms consistently receive positive feedback, matching the high standards set by Berkshires hotels and B&Bs.
Best Berkshires Hotels on a Budget 🛏️
1. Crowne Plaza Albany - The Desmond Hotel
Located in western Massachusetts, this hotel offers affordable comfort for budget-conscious travelers visiting the Berkshires. The rooms are clean and comfortable, with cozy beds perfect for relaxing after a day of exploring. Guests can enjoy amenities like an indoor pool and on-site dining options. The hotel’s convenient location provides easy access to popular Berkshires attractions like the Norman Rockwell Museum and Tanglewood Music Center. With its reasonable rates and reliable accommodations, it’s a solid choice for those looking to experience the beauty of the Berkshires without breaking the bank. The friendly staff can provide recommendations for local activities and dining, helping guests make the most of their stay in this picturesque region known for its cultural offerings and natural scenery.
2. La Quinta by Wyndham Clifton Park
This budget-friendly hotel in Clifton Park offers a comfortable base for exploring the nearby Berkshires region. While not located directly in the Berkshires, it’s a good option for those looking to save money on accommodations while still being within driving distance of popular attractions. The rooms are clean and well-maintained, with comfortable beds ensuring a good night’s sleep. Guests can enjoy amenities like free breakfast and Wi-Fi, adding value to their stay. The hotel’s location near major highways makes it easy to take day trips to Berkshires highlights like Mount Greylock and the Massachusetts Museum of Contemporary Art. For travelers who don’t mind a short drive, this La Quinta provides an affordable alternative to pricier options directly in the Berkshires, allowing visitors to allocate more of their budget to experiences and activities in this culturally rich area.
FAQs About Trip to Best Places to Stay in the Berkshires ❔
Is it expensive to live in the Berkshires?
Accommodations in the Berkshires can be expensive, especially in the summer peak season. However, prices vary depending on the specific town, type of lodging, and time of year. Mid-week rates are often discounted. Staying in less central areas like Pittsfield can also be more affordable than popular spots like Lenox.
How many days do you need in Berkshires?
While you could see some highlights in a 2-day weekend trip, 3-4 days allows more time to experience the top cultural attractions, outdoor activities, and charming towns the area is known for without feeling rushed. Many visitors enjoy spending a week or more to fully relax and explore.
Why do people love the Berkshires?
People are drawn to the Berkshires for the stunning natural beauty, world-class cultural institutions like Tanglewood and MASS MoCA, wide range of outdoor recreation from hiking to zip-lining, focus on wellness and rejuvenation, and the region’s charming small towns full of history.
What time of year is best to visit Berkshires?
Overall, summer and fall are the most popular times to visit for the plethora of activities and beautiful weather. But the Berkshires make a great getaway year-round depending on your interests.
