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Featured Pittsfield Luxury Hotels

See all 360 Properties in Pittsfield

Estimated price for 1 night/2 adults

Hotel On North
Hotel On North
3.5 out of 5.0 297 North Street, Pittsfield, MA
4.7/5 (214 reviews)

Loved the high ceilings. Very comfortable beds. Loved the great selection of books and puzzles.

Reviewed on Apr 15, 2019
Berkshire Plaza Hotel
Berkshire Plaza Hotel
3.5 out of 5.0 1 West St, Pittsfield, MA
3.6/5 (653 reviews)
$78/ night for 2 guests

From the very beginning the staff was very pleasant.

Reviewed on May 13, 2019
Yankee Suites Extended Stay
Yankee Suites Extended Stay
4.0 out of 5.0 20 W Housatonic St., Pittsfield, MA
Free Cancellation
4.4/5 (110 reviews)
$90/ night for 2 guests

An apartment instead of a room, at an affordable price. Limited amenities, but a clean & comfortable place to stay.

Reviewed on Mar 19, 2019
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5.0 1350 W Housatonic St, Pittsfield, MA
Free Cancellation
4.1/5 (551 reviews)
$88/ night for 2 guests

I enjoyed the rural setting with easy parking and easy access to restaurants. The free breakfast was very good. The staff were friendly and helpful.

Reviewed on May 7, 2019
Econo Lodge
Econo Lodge
1.5 out of 5.0 16 Cheshire Road, Pittsfield, MA
2.7/5 (263 reviews)
$59/ night for 2 guests

Very nice! Under rated! Has tv, microwave, dryer, iron, refrigerator. Very very clean, although bed sheets had a hole and refrigerator was noisy. I had stayed w/ other hotels w/ more stars in the neighborhood which were disgusting but the Econo Lodge was such a nice surprise! I will stay again in ...

Reviewed on Aug 20, 2018
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Recently booked Luxury Hotels in Pittsfield

Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5.0
Last booking: 2 hours ago
Berkshire Plaza Hotel
3.5 out of 5.0
Last booking: 18 hours ago

A few days away keeps your worries at bay, so pack your bags for Pittsfield and get ready to feel fancy-free. Intriguing points of interest, delicious eats, and the chance to take terrific photos: these are just a few of the things you'll love about in Pittsfield. You'll treat yourself to the city's best food, marvel at the most popular attractions , and grab tickets to the most exciting shows. Where else would you stay but in a luxury hotel? Anything less than the best is for the birds, so get your elegant hotel in Pittsfield on Expedia.com today, and your relaxing vacation is off to a great start.

Plan a Luxury Pittsfield Vacation

If you doubt that Pittsfield is teeming with an exciting assortment of activities, you should know that plenty of folks love it enough to call it home. No matter what brings you to Pittsfield, the destination always delivers. Pittsfield hotels have an average rating of 3.6, so it's no surprise that travelers come back. Book early to ensure you snag a room!

Your luxury vacation begs for you to explore day spas, art, and local museums. When you're smart enough to book travel on Expedia.com, you can enjoy it all. Thanks to our impressive room rates, your bucket list budget will still be intact. When you're ready to retire for the evening, return to your immaculate room and recline in style. Before you go to bed, order a glass of wine to your room and revel in your successful day. Pittsfield hotels have earned an average service rating of 4.2, so you're bound to be treated like royalty while you're a guest.

Find Luxury Pittsfield Hotels Now

There's no better time than right now to book an escape in Pittsfield, and Expedia.com is here to make the process painless. Browse hundreds of ratings and reviews on fabulous hotels until you find the right one. Luxury accommodations offer amenities like stately suites and VIP services. Some of the city's opulent accommodations even feature gigantic penthouses, while others have pampering spa treatments. Book your luxury experience in Pittsfield now, and prepare for the experience of a lifetime!