Lenox Vacation Packages

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Your Lenox Vacation

There's loads to like about Lenox, from its cultural experiences to its spectacular views. When you're ready to say hi to this interesting city, our Lenox vacation packages are calling your name. Make your trip to Lenox even more fun by going sightseeing. Tanglewood Music Center, National Shrine of the Divine Mercy and Lee Premium Outlets are some of the major attractions you'll want to explore. No matter your travel plans or budget, organizing a tailored Lenox vacation is a walk in the park with Expedia.

Top Lenox Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
Price was CA $1,081, price is now CA $1,035 per person
CA $1,035
per person
Nov 27 - Nov 30
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.8/10 Excellent! (582 reviews)
Quiet, clean rooms very convenient to town center and the green mountain bluegrass festival. Would definitely stay here again.

Reviewed on Aug. 15, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was CA $1,446, price is now CA $1,275 per person
CA $1,275
per person
Nov 27 - Nov 30
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
7.4/10 Good! (512 reviews)
Nothing additional to add

Reviewed on Aug. 28, 2025

The White House Inn

The White House Inn

3.5 out of 5
Price was CA $1,238, price is now CA $1,164 per person
CA $1,164
per person
Nov 27 - Nov 30
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.2/10 Wonderful! (220 reviews)
The room we stayed in was comfortable and had a great view from the balcony. The bed was very comfortable. I would have liked more space in the bathroom to put a cup and other things. Also, an exhaust fan would be nice in the bathroom. But it was pretty. The staff were all very gracious. We had a good meal Sunday night in the restaurant and our waiter was very nice. I knew that the restaurant would not be open on Monday and Tuesday, but it would have been nice to have the bar open for drinks on the patio in the evening on those nights.

Reviewed on Jul. 24, 2025

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
Price was CA $1,111, price is now CA $1,073 per person
CA $1,073
per person
Nov 27 - Nov 30
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.2/10 Very Good! (1,007 reviews)
Rooms were nice, very clean lived the mini coffee maker. could use a mini fridge. Not sure but should be a 10pm quite time rule.room next door blasting tv till 11.

Reviewed on Aug. 31, 2025

South Shire

South Shire

4 out of 5
Price was CA $1,167, price is now CA $1,146 per person
CA $1,146
per person
Nov 27 - Nov 30
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.2/10 Wonderful! (99 reviews)
Beautiful place to stay

Reviewed on Aug. 28, 2025

Ready to book your vacation to Lenox?

 

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Lenox Hotel Deals

Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from Sep 2 to Sep 3
CA $221
CA $247 total
Sep 2 - Sep 3
includes taxes & fees
Berkshires Untold
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Sep 2 to Sep 3
CA $109
CA $121 total
Sep 2 - Sep 3
includes taxes & fees
Howard Johnson by Wyndham Lenox
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Sep 21 to Sep 22
CA $172
CA $192 total
Sep 21 - Sep 22
includes taxes & fees
The Yankee, Trademark Collection by Wyndham
See all 1,401 properties in Lenox
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Lenox

Ventfort Hall Mansion and Gilded Age Museum

You can spend an afternoon exploring the galleries in Ventfort Hall Mansion and Gilded Age Museum during your travels in Lenox. Wander the lakeside in this family-friendly area.

Ventfort Hall Mansion and Gilded Age Museum

Lenox Library

Lenox Library is just one of the places to see in Lenox, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's gardens or attend a sporting event.

Lenox Library
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.