2025 Lenox, Massachusetts Hotels

Up To 10% Off Select Hotels With AARP Member Discounts

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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 ...
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 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. ...
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 ...
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. ...
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 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 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 ...
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 ...
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 ...
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 ...
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
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23.14 km from city center
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Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
19.45 km from city center
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Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Free Cancellation
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9.28 km from city center
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Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Free Cancellation
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8.86 km from city center
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Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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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

If you are looking to take a vacation in Lenox that will be full of options for relaxation and memories you will cherish forever, the AARP® Travel Center Powered by Expedia® can be your guide. The AARP Travel Center Best Price Guarantee ensures that you'll get the best rates available. Use your membership to book a hotel that's closest to the sights you want to see and at a 5-star resort that pulls out all the stops. Let us help you save money on your upcoming trip to Lenox.

Plan Your Lenox Itinerary

In Lenox, we have lined up 1,400 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

We'll make it effortless for you and your family to book your upcoming hotel stay. Whether you're traveling for work or pleasure, we are going to make sure that you get the greatest deals available. If you are ready to book your golf escape, we will be here to help you make all the arrangements you need. Luckily, with our discounted travel rates, you will not have to fret about breaking the bank to have an excellent getaway. You may find that booking through AARP gives you the best rates. You can feel good in knowing that you have scored the absolute best rate. Book with AARP, and both you and your wallet will be glad about your travels.