Compare Historic Hotels in Lenox

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Featured Lenox Historic Hotels

Heart of Lenox!! - renovated downtown apartment

Lenox MA

With a stay at this apartment in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and The Bookstore.

Kitchen

Washer

The Cornell Inn, Lenox & The Berkshires

203 Main St Lenox MA

$172 nightly

$192 total

Dec 18 - Dec 19

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

With a stay at The Cornell Inn, Lenox & The Berkshires in Lenox, you'll be in the historical district, within a 5-minute drive of Tanglewood Music Center and The Bookstore.

Breakfast included

Parking included

Whistler's Inn Bed & Breakfast

5 Greenwood Street Lenox MA

When you stay at Whistler's Inn Bed & Breakfast in Lenox, you'll be in the historical district, within a 5-minute drive of Wyndhurst Golf & Club and Tanglewood Music Center.

Breakfast included

Pet friendly

Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd Lenox MA

$103 nightly

$115 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

Located in Lenox, Hampton Inn & Suites Berkshires-Lenox is in a rural location, within a 5-minute drive of Guido's Marketplace and Kennedy Park.

Pool

Breakfast included

Gateways Inn & Restaurant

51 Walker St Lenox MA

$161 nightly

$179 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

When you stay at Gateways Inn & Restaurant in Lenox, you'll be near ski lifts, within a 5-minute drive of Shakespeare and Company and Tanglewood Music Center.

Parking included

Free WiFi

Hampton Terrace Inn

91 Walker Street Lenox MA

$219 nightly

$245 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

With a stay at Hampton Terrace Inn in Lenox, you'll be in the historical district, within a 5-minute drive of Tanglewood Music Center and Ventfort Hall Mansion and Gilded Age Museum.

Pool

Parking included

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

$79 nightly

$88 total

Dec 18 - Dec 19

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

With a stay at Howard Johnson by Wyndham Lenox in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.

Pool

Parking included

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

$95 nightly

$106 total

Dec 18 - Dec 19

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

Located in Lenox, The Yankee, Trademark Collection by Wyndham is a 4-minute drive from Bousquet Ski Area and 8 minutes from The Mount.

Pool

Hot Tub

Kemble Inn

2 Kemble Street Lenox MA

With a stay at Kemble Inn in Lenox, you'll be in the historical district, within a 5-minute drive of Tanglewood Music Center and Ventfort Hall Mansion and Gilded Age Museum.

Chesapeake Inn of Lenox

210 West Street Lenox MA

With a stay at Chesapeake Inn of Lenox in Lenox, you'll be next to a golf course, just a 5-minute walk from Tanglewood Music Center and a 2-minute drive from Lenox Library.

The Dewey

7 Hubbard Street Lenox MA

With a stay at The Dewey in Lenox, you'll be in the suburbs, within a 5-minute drive of Tanglewood Music Center and The Bookstore.

Parking included

Free WiFi

Garden Gables Inn

135 Main St Lenox MA

With a stay at Garden Gables Inn in Lenox, you'll be in the historical district, within a 5-minute drive of Tanglewood Music Center and The Bookstore.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Lenox hotels essential information

Accommodation	1,399 hotels
Lowest Price	$88
Highest Price	$245
Popular hotels	Heart of Lenox!! - renovated downtown apartment, The Cornell Inn, Lenox & The Berkshires, Whistler's Inn Bed & Breakfast, Hampton Inn & Suites Berkshires-Lenox, Gateways Inn & Restaurant, Hampton Terrace Inn, Howard Johnson by Wyndham Lenox, The Yankee, Trademark Collection by Wyndham, Kemble Inn, Chesapeake Inn of Lenox, The Dewey, Garden Gables Inn

Most Recent Lenox Hotel Reviews

Element Lenox Berkshires

5 out of 5

Posted 2 days ago

CheapTickets Verified Review

"Excellent location, clean, comfortable. Staff was friendly, the only issue was that we got to breakfast an hour before it ended and there were no eggs other protein or much more than a fee bagels and yogurt. This was informed tonus by the person tending the breakfast area while ahe stood next to still hot griddle. She didn’t offer any alternative. It feels like poor planning. Other than that, it was great."

A verified traveler stayed at Element Lenox Berkshires