The BerkshiresBoutique Hotels with Entertainment

List Of Best Boutique Hotels with Entertainment The Berkshires

We have created a list with the best boutique hotels with entertainment in The Berkshires, USA. Hope you enjoy it. We think it might be the best of its kind around

boutique hotels in The Berkshires
Hotel
915 State Road, North Adams, MA 01247, USA

Located in North Adams, just 28 km from the historic Bennington Battle Monument, our welcoming space offers comfortable accommodations for everyone. Enjoy a refreshing dip in our seasonal outdoor swimming pool, take advantage of free private parking, and unwind in our beautiful garden or shared lounge area. We strive to create an inclusive and friendly environment where all guests can feel at home and enjoy their stay.

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
2 Baths435.94 ft²
9.2

Exceptional

25 reviews

$362.33
Average price / night
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boutique hotels in The Berkshires
Hotel
34 Hartsville-New Marlborough Road, New Marlborough, MA 01230, USA

Gedney Farm is a welcoming retreat in New Marlborough, just 28 kilometers from the Norman Rockwell Museum. Here, you can relax in a beautiful garden, park your car for free, and enjoy our lovely terrace. Our on-site restaurant serves delicious meals, and we also have a cozy bar where you can unwind. We strive to create a comfortable and inclusive environment for everyone who visits.

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  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
7 Baths
7.4

Exceptional

15 reviews

$229
Average price / night
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boutique hotels in The Berkshires
Hotel
231 River Street., North Adams, MA 01247, USA

Just steps away from the Massachusetts Museum of Contemporary Art, our welcoming accommodation features art exhibitions right on-site for guests to enjoy. You can also relax by our outdoor pool, which has a heated deck for your comfort. If you’re looking for adventure, Mount Greylock is just a short 8-mile drive away. We’re here to make your stay enjoyable and memorable!

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  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
4 Baths363.58 ft²
8.9

Exceptional

94 reviews

$229
Average price / night
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boutique hotels in The Berkshires
Hotel
30 Main Street, Stockbridge, MA 01262, USA

Welcome to our cozy hotel located in the charming town of Stockbridge, Massachusetts. Here, you’ll find comfortable accommodations designed for relaxation, along with a friendly team ready to assist you during your stay. Enjoy delicious meals right here at our on-site restaurant, where we prioritize fresh ingredients and flavorful dishes. Plus, we’re conveniently located just a short walk away from local attractions, making it easy for you to explore all that this beautiful area has to offer. We can’t wait to welcome you!

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  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
18 Baths
8

Exceptional

294 reviews

$307.33
Average price / night
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boutique hotels in The Berkshires
Hotel
20 South Front Street, Hudson, NY 12534, USA

Welcome to Wm. Farmer and Sons, located in Hudson! We’re excited to offer you a cozy bar where you can unwind and connect with others. Our property features a delightful restaurant for enjoying delicious meals, a shared lounge to relax and socialize, and room service for those moments when you prefer to dine in the comfort of your room. Plus, we provide free WiFi throughout the property so you can stay connected during your visit. We strive to create an inviting atmosphere for everyone, and we can't wait to welcome you!

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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
  • Highly Rated
    Highly Rated
  • Free Cancellation
16 Baths495.14 ft²
9.1

Exceptional

174 reviews

$469.41
Average price / night
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boutique hotels in The Berkshires
Hotel
2 North Water Street, Athens, NY 12015, USA

Welcome to Stewart House Hotel in Athens! Our hotel is designed with your comfort in mind, featuring a beautiful garden for you to relax in, a cozy shared lounge where you can connect with others, and a welcoming restaurant and bar to enjoy delicious meals and drinks. We’re conveniently located just 50 km from both Corning Tower and Times Union Center, making us an ideal spot for your visit. For those who love adventure, we also offer a variety of water sports facilities to make your stay even more enjoyable. We look forward to welcoming you and hope you have a wonderful experience with us!

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  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
  • Breakfast
    Breakfast
9 Baths362.38 ft²
9

Exceptional

27 reviews

$309
Average price / night
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boutique hotels in The Berkshires
Hotel
8 Thurlow Terrace, Albany, NY 12203, USA

Welcome to The Argus Hotel & Cocktail Lounge, a welcoming space located just 600 meters from the New York State Capitol in Albany. We offer comfortable accommodations with a beautiful garden for you to relax in, along with free private parking for your convenience. Feel at home in our shared lounge and enjoy drinks at our bar. Plus, you can stay connected with free WiFi throughout your visit. We look forward to making your stay enjoyable and memorable!

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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
  • Pet Friendly
    Pet Friendly
4 Baths339.06 ft²
8.3

Exceptional

85 reviews

$247
Average price / night
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boutique hotels in The Berkshires
Hotel
118 Woodbury Road, Washington, CT 06793, USA

Experience exceptional hospitality at The Mayflower Inn & Spa, where every guest is treated like a star. Nestled in the charming town of Washington, Connecticut, our inn is known for its warm atmosphere and outstanding services that cater to everyone. Whether you're here for a relaxing getaway, a special occasion, or simply to unwind, we aim to make your stay memorable and enjoyable. Your comfort and satisfaction are our top priorities, and we’re here to help you feel at home while you explore all that our beautiful surroundings have to offer.

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
5 Baths678.13 ft²
10

Review score

6 reviews

$1762
Average price / night
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boutique hotels in The Berkshires
Resort
3567 Main Street, Manchester, VT 05254, USA

Nestled in the beautiful Green Mountains, our resort is a welcoming place for everyone. Enjoy relaxation and rejuvenation at our full-service spa or challenge yourself on our scenic 18-hole golf course. When it's time to eat, you'll find a variety of dining options right here on-site, catering to different tastes and preferences. If you're looking for winter fun, Bromley Mountain skiing is just a short 10-mile drive away. Whether you're seeking adventure or tranquility, we have something for everyone.

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
32 Baths584.7 ft²
7.1

Exceptional

217 reviews

$367.28
Average price / night
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Other cool accommodation lists for The Berkshires:

Most booked boutique hotels with Entertainment in The Berkshires

boutique hotels in The Berkshires
30 Main Street, Stockbridge, MA 01262, United States
8
294 reviews
From $307.33
boutique hotels in The Berkshires
3567 Main Street, Manchester, VT 05254, United States of America
7.1
217 reviews
From $367.28
boutique hotels in The Berkshires
20 South Front Street, Hudson, NY 12534, United States of America
9.1
174 reviews
From $469.41

Budget Boutique Hotels with Entertainment in The Berkshires

boutique hotels in The Berkshires
34 Hartsville-New Marlborough Road, New Marlborough, MA 01230, United States of America
7.4
15 reviews
From $229
boutique hotels in The Berkshires
231 River Street., North Adams, MA 01247, United States
8.9
94 reviews
From $229
boutique hotels in The Berkshires
8 Thurlow Terrace, Albany, NY 12203, United States
8.3
85 reviews
From $247

Compare the Top Boutique Hotels with Entertainment in The Berkshires – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($)Star Rating Review Count Book
Tourists915 State Road, North Adams, MA 01247, USA362.3309.225
Gedney Farm34 Hartsville-New Marlborough Road, New Marlborough, MA 01230, USA22907.415
The Porches Inn at Mass MoCA231 River Street., North Adams, MA 01247, USA22948.994
The Red Lion Inn30 Main Street, Stockbridge, MA 01262, USA307.3348294
Wm. Farmer and Sons20 South Front Street, Hudson, NY 12534, USA469.4139.1174
Stewart House Hotel2 North Water Street, Athens, NY 12015, USA3091927
The Argus Hotel & Cocktail Lounge8 Thurlow Terrace, Albany, NY 12203, USA24748.385
The Mayflower Inn & Spa, Auberge Resorts Collection118 Woodbury Road, Washington, CT 06793, USA17625106
The Equinox Golf Resort & Spa3567 Main Street, Manchester, VT 05254, USA367.2847.1217

Note: The prices for each boutique hotels in The Berkshires do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.

Top 8 Attractions in The Berkshires, USA

If you're considering a luxury or boutique stay in The Berkshires, USA, you'll find that this charming region is brimming with incredible attractions to explore during your visit.

Mass MoCA: Dive into the contemporary art scene at the Massachusetts Museum of Contemporary Art (Mass MoCA), where you can enjoy rotating exhibitions and stunning installations set within a historic factory complex.

The Norman Rockwell Museum: Discover the life and works of iconic American painter Norman Rockwell at this museum, which houses the largest collection of his original artworks and offers engaging insights into his creative process.

Hiking at Mount Greylock: Experience breathtaking panoramic views from the highest peak in Massachusetts by hiking on trails through lush forests and diverse wildlife at Mount Greylock State Reservation.

Tanglewood: Enjoy world-class performances at Tanglewood, the summer home of the Boston Symphony Orchestra, where you can soak in the music amidst gorgeous natural surroundings.

The Berkshire Botanical Garden: Stroll through beautifully curated gardens featuring local flora at the Berkshire Botanical Garden, perfect for a serene afternoon surrounded by nature's beauty.

Shakespeare & Company: Immerse yourself in theatrical productions at Shakespeare & Company, an acclaimed theater that showcases both classic and contemporary plays in a picturesque setting.

Chesterwood: Visit Chesterwood, the former summer home and studio of sculptor Daniel Chester French, where you can admire his iconic sculptures and the beautiful landscapes that inspired his work.

Stockbridge Bowl: Relish a peaceful day by the Stockbridge Bowl, a scenic lake ideal for swimming, kayaking, or picnicking while enjoying the tranquil beauty of the Berkshires.

Frequently Asked Questions

These 3 star hotels received great reviews from other travelers: