Lenox Holidays from £874

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Your Lenox Holiday

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 holiday packages are calling your name. Make your trip to Lenox even more fun by going sightseeing. Tanglewood Music Centre, 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, organising a tailored Lenox holiday is a walk in the park with Expedia.

The Latest Lenox Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Clocktower Hotel at Century House, Ascend Hotel Collection

The Clocktower Hotel at Century House, Ascend Hotel Collection

2.5 out of 5
per person
17 Sept - 24 Sept
found 5 hours ago
Return flight included
Belfast (BFS) to Albany (ALB)
8.2/10 Very Good! (1,001 reviews)
Everyone was incredibly friendly and helpful.

Reviewed on 30 Jun 2025

Lenox Essential Information

Language
English
Currency
U.S dollars
Population
1,700
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Norman Rockwell Museum, Ski Butternut and Bousquet Ski Area

Our pick of the best Lenox Hotel Deals

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Stay at this motel in Lenox. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their reviews. ...
7.6/10 Good! (740 reviews)
"I have stayed here on and off, and even during home renovations. It’s always clean and the staff are friendly, this is one of the best kept hotels in the area!"

Reviewed on 26 Jun 2025

Howard Johnson by Wyndham Lenox
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
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
8.6/10 Excellent! (422 reviews)
"The rooms where beautiful"

Reviewed on 23 Jun 2025

The Constance by the Lenox Collection
Berkshires Untold
Berkshires Untold
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Stay at this 3.5-star lodge in Lenox. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (616 reviews)
"This was a very comfortable inn to stay midweek. Room was spacious enough and vents were clean."

Reviewed on 28 Jun 2025

Berkshires Untold
See all 1,406 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 Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Lenox holiday with Expedia?
Choose Expedia to plan your next escape with ease, all in the same place. Our insider tip for scoring an unbeatable deal on a Lenox getaway? Bundle your hotel, flights and/or car hire into a package holiday. Then throw in some exciting tours and activities. Many bookings also include flexible cancellation policies, so there's no need to stress if you have to switch up your travel agenda. Round-the-clock assistance with amending and cancelling your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Lenox?
Enjoy sightseeing but don't like huge crowds? Organise your Lenox trip for October, November and December. Typically, it's much quieter than in February, May and July. Organise your visit to Lenox according to what type of adventure you're looking for. January is the coolest month, when daytime temperatures average -5ºC. In July, the warmest period, you can expect averages of 21ºC during the day.
What is the top hotel for my holiday in Lenox?
Offering plenty of amenities and a cosy place to relax between adventures, Boston Park Plaza will make the ideal base for your Lenox escape.
How do I get a cheap holiday to Lenox?
Bundle your flights and hotels with Expedia to save on your next big adventure. With more than 400 airlines and 321,000 hotel options across the globe, your Lenox holiday can be customised exactly to suit your travel style. With all that extra cash, why not add a few fun tours and experiences? It's an easy way to unlock even more savings. That dream holiday to Lenox is closer than you thought! Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Lenox holiday?
With popular attractions like Tanglewood Music Centre and National Shrine of the Divine Mercy, a holiday in Lenox promises lots of fun things to do and see. Norman Rockwell Museum and Lee Prime Outlets are two other sights worth discovering.
What is the best area to stay in when on holiday in Lenox?
There's so much to do in Lenox, so stay close to its attractions and treat yourself to more time sightseeing. Tanglewood Music Centre is one place to add to your itinerary.
Do I need a visa for my Lenox holiday?
Official government websites are the best source of information on visa requirements, application procedures and any supporting documentation. Your nationality and reason for your visit, whether it be for holidays or business, will determine if you need a visa for Lenox. Also double-check that your passport is up to date and has a minimum of six months validity remaining beyond the date of your intended return. Finalise all your travel planning well in advance to avoid any last-minute surprises.
What should I wear on my Lenox holiday?
Do some research into the types of clothing people in Lenox wear, and maybe even look up social media fashion pages for inspiration. Aim to create a versatile wardrobe filled with pieces that suit your destination and show off your unique sense of style. Daytime temperatures in January, Lenox's coolest month, average -5ºC. July marks this city's warmest month when average temperatures reach 21ºC. Our top tip? Take the guesswork out of what to pack and check the weather forecast.
What does an Expedia Lenox holiday include?
Select from any combination of hotels, flights and hire cars. Once you've made your booking, add the fun stuff like experiences and activities. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to planning your ideal Lenox getaway. Private holiday homes and condos are a few of the most highly sought-after property types in Lenox. No matter your group size or holiday style, you can rely on Expedia for the flexibility to personalise your next big adventure.
Does Expedia offer Book Now, Pay Later Lenox holidays?
Yes, we do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply pick the payment plan that suits best during checkout and take the stress out of budgeting for your next trip. Be sure to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that work for all types of budgets, so you can take that well-deserved holiday now.
  • No-deposit holidays: Hitting the "book now" button is easier with this payment plan. With no upfront fee for your getaway, you can Book Now, Pay Later and get on your way.

Can I choose my airline with a Lenox Expedia holiday?
Expedia has access to more than 400 partner airlines globally, so you sure can! Just choose the carrier that suits you and craft the perfect Lenox escape.

Discover the most popular places to visit in Lenox

Tanglewood Music Center

Tanglewood Music Center

4/5(1 review)

You can make plans for a show at Tanglewood Music Center during your stay in Lenox. While you're in the area, stroll along the lakeside.

Tanglewood Music Center

Ventfort Hall Mansion and Gilded Age Museum

You can spend an afternoon browsing the exhibits at Ventfort Hall Mansion and Gilded Age Museum during your trip to Lenox. Wander the lakeside in this family-friendly area.

Ventfort Hall Mansion and Gilded Age Museum

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.