Lenox Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Countryside Inn
Price was CA $852, price is now CA $787 per person
CA $787
per person
Sep 1 - Sep 3
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Albany (ALB)
7.6/10 Good! (352 reviews)
It’s a great room for the price. One woman does it all… I would stay here again.
Reviewed on Jun 20, 2026
Marriott Albany
Price was CA $1,385, price is now CA $1,297 per person
CA $1,297
per person
Aug 3 - Aug 6
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.4/10 Very good! (1,001 reviews)
Stayed here last minute. Not worth the ratings! Room was renovated but toilet ran all night and ceiling was all bubbling. I wouldn’t stay here again for the price point.
Reviewed on Jun 27, 2026
Ramada by Wyndham Cobleskill
Price was CA $886, price is now CA $838 per person
CA $838
per person
Sep 1 - Sep 3
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Albany (ALB)
9.2/10 Wonderful! (24 reviews)
The place is being remodeled and it's lot of mess all around in door and out door. Second breakfast was Continental not full service. But the rooms are big and new.
Reviewed on Jun 23, 2026
Lenox Hotel Deals
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $181 per night from Jul 6 to Jul 7
CA $181
CA $202 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"It’s easy to miss driving by. Building, parking area and pool are separated from the highway by a tree landscaped berm. The sign is small, tan-ish orange and partially hidden by trees on the berm. Made finding the entrance difficult. Once there, our stay was very enjoyable."
Reviewed on Jun 27, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from Jul 29 to Jul 30
CA $234
CA $261 total
Jul 29 - Jul 30
includes taxes & fees
9/10 Wonderful! (993 reviews)
"I usually stay here and yes staff are nice and rooms are decent but I’ve seen a decline in amenities. Maybe the expense of things - bathrobe in room, water and snacks were what I was used to seeing .in the room."
Reviewed on Jun 25, 2026
The Whitlock
16 Church St Lenox MA
The price is CA $220 per night from Jul 20 to Jul 21
CA $220
CA $246 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (314 reviews)
"Minimal. Quiet. Good location. Overpriced. Quant. Good for introverts. No kitchen or bar."
Reviewed on Jun 28, 2026
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.
Stay near popular Lenox attractions
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
