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Find 4 Star Hotels in Middlefield, MA from $95

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Compare Middlefield 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
$85 nightly
The price is $95
Dec 4 - Dec 5
Total with taxes and fees
The Central Downtown Inn & Suites
Porch
Lakehouse Inn

Lakehouse Inn

4.0 star property
Lee
9.6 out of 10, Exceptional, (289)
"A charming inn in the center of the Berkshires."
United States
Danny
$193 nightly
The price is $216
Dec 4 - Dec 5
Total with taxes and fees
Lakehouse Inn
Front of property - evening/night
Devonfield Inn B&B

Devonfield Inn B&B

4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
$349 nightly
The price is $390
Dec 4 - Dec 5
Total with taxes and fees
Devonfield Inn B&B
Front of property
Seven Hills Inn

Seven Hills Inn

4.0 star property
Lenox
7.8 out of 10, Good, (467)
"Great location, nice breakfast and clean rooms"
United States
Christopher
Seven Hills Inn
Business center
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
$414 nightly
The price is $462
Dec 17 - Dec 18
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main

33 Main

4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
$450 nightly
The price is $503
Dec 11 - Dec 12
Total with taxes and fees
33 Main
Exterior
General Williams Estate House Lenox/Stockbridge

General Williams Estate House Lenox/Stockbridge

4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (111)
"The house was beautiful, the outdoor space was gorgeous, and the pool was amazing! I highly recommend this charming spot."
United States
Joanna T.
General Williams Estate House Lenox/Stockbridge
Exterior
Hampton Terrace Inn

Hampton Terrace Inn

4.0 star property
Lenox
9.0 out of 10, Wonderful, (43)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
$263 nightly
The price is $294
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hampton Terrace Inn
Exterior
The Inn at Stockbridge

The Inn at Stockbridge

4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
$276 nightly
The price is $308
Dec 24 - Dec 25
Total with taxes and fees
The Inn at Stockbridge
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
The Old Inn On The Green

The Old Inn On The Green

4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
$336 nightly
The price is $368
Dec 4 - Dec 5
Total with taxes and fees
The Old Inn On The Green
Front of property - evening/night
Garden Gables Inn

Garden Gables Inn

4.0 star property
Lenox
9.2 out of 10, Wonderful, (57)
"Rosie the Innkeeper was very friendly and welcoming. The breakfast was outstanding and so was our waitress. Can’t wait to go back again. "
United States
john
Garden Gables Inn
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Venture to sights like Skyline Trail and Fox Den Wildlife Management Area as you discover Middlefield.

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Middlefield Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Middlefield, Massachusetts are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Middlefield 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Middlefield. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Middlefield, Massachusetts, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Middlefield hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Middlefield?
We can help you quickly find the perfect 4-star hotel for your trip to Middlefield. Use our filter tool to fine-tune your search by things like price, conveniences and star rating and get access to terrific deals in a few clicks.

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What's the difference between 5-star and 4-star hotels in Middlefield?
Offering a friendly traveler experience and upmarket décor, 4-star hotels are a wonderful option for your Middlefield escape. These types of stays generally feature lots of useful amenities that make it a breeze to unpack and relax — think pillowtop mattresses, pools and restaurants. Or live the high life at a 5-star hotel designed to indulge you in high-end perks and amenities. Full-service health clubs, complimentary toiletries and gourmet dining are typically featured at these deluxe properties.
Does Middlefield have any 4-star all-inclusive resorts?
Enjoy a stress-free vacation experience where almost everything is included in the one upfront rate by using our "All inclusive" filter. Budgeting is a piece of cake when your accommodations, meals and many activities are already taken care of. After more options? Browse the deals on Expedia's standard 4-star resorts in and around Middlefield.

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