2025 Lenox, Massachusetts Hotels

Up To 10% Off Select Hotels With AARP Member Discounts

Choose from AARP Discount Lenox Hotels with Free Cancellation

Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free Cancellation
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3.39 km from city center
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Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
5.36 km from city center
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Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Constance by the Lenox Collection

The Constance by the Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
0.12 km from city center
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Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
5.31 km from city center
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Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Free Cancellation
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5.12 km from city center
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Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd, Lenox, MA
2.47 km from city center
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Stay at this 3-star business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
The Whitlock

The Whitlock

2 out of 5
16 Church St, Lenox, MA
0.16 km from city center
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Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
203 Main St, Lenox, MA
Free Cancellation
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1.05 km from city center
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Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. ...
Wagon Wheel Inn

Wagon Wheel Inn

2 out of 5
484 Pittsfield Rd, PO Box 808, Lenox, MA
5.45 km from city center
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Stay at this motel in Lenox. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...
The Dewey

The Dewey

3.5 out of 5
7 Hubbard Street, Lenox, MA
0.67 km from city center
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Stay at this 3.5-star guesthouse in Lenox. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the breakfast in our reviews. Popular attractions ...
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7, Lenox, MA
3.71 km from city center
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Stay at this 3-star condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located ...
Element Lenox Berkshires

Element Lenox Berkshires

3 out of 5
130 PITTSFIELD ROAD, Lenox, MA
Free Cancellation
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2.88 km from city center
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Stay at this 3-star hotel in Lenox. Enjoy free breakfast, WiFi (surcharge), and parking (surcharge). Popular attractions Tanglewood Music Center and Kennedy ...
Apple Tree Inn

Apple Tree Inn

3 out of 5
10 Richmond Mountain Rd, Lenox, MA
2.58 km from city center
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Stay at this 3-star inn in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

3.5 out of 5
5 Greenwood Street, Lenox, MA
0.68 km from city center
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Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and The Bookstore are located ...
Brook Farm Inn

Brook Farm Inn

3.5 out of 5
15 Hawthorne Street, Lenox, MA
0.61 km from city center
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Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hampton Terrace Inn

Hampton Terrace Inn

4 out of 5
91 Walker Street, Lenox, MA
0.39 km from city center
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Stay at this 4-star hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tanglewood Music Center and Ventfort Hall Mansion ...
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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.

Guide to Lenox Hotels

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In Lenox, we have lined up 1,431 hotels that offer reasonable deals through the AARP Travel Center powered by Expedia. Lenox is a top place to visit for the attractions and activities in Lenox. Many also travel here for the chance to experience the great outdoors. You're sure to find an activity to do while you're on vacation. For those that like to get a few rounds on the links on their holiday, you hit the jackpot. Make sure to bring your clubs, because there are one golf courses in Lenox. You can readily walk on to public courses like Cranwell Resort Spa & Golf Club. You can maximize your savings by putting together a wonderful holiday with AARP. Most importantly, you will travel with confidence knowing that we have your back. You will get the rest and relaxation that you deserve with us as your travel guide.

Reserve Your Accommodations with the Travel Center Today

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