Lee Holidays
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Lee Holiday
Our pick of the best Lee Hotel Deals
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Fully refundable
NZ$242
27 Sept - 28 Sept
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Great location and beautiful views overlooking the lake. A super quick drive to Main Street in Lee or over to Lenox! We didn’t have time to eat at the restaurant but the food looks amazing!"
Reviewed on 4 Sept 2026
Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
Fully refundable
NZ$192
27 Sept - 28 Sept
includes taxes & fees
Econo Lodge Lee - Great Barrington
980 Pleasant Street Lee MA
Fully refundable
NZ$124
27 Sept - 28 Sept
includes taxes & fees
6.4/10 (693 reviews)
"This motel has a great location for me. Plenty of channels on the TV, HBO movies and more. Good water pressure for the shower. The motel is in need of upgrades. The laminate floor had pieces chipped off that snagged my socks. I prefer bare feet when inside but not here. The bed was uncomfortable. ..."
Reviewed on 31 Aug 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 Lee attractions
Goose Pond Reservation
8.4/10 (15 reviews)
This Berkshire woodland preserve features a 2.2-mile loop trail with ridge views 1,753 feet above sea level. Hikers enjoy dense forests and protected shoreline vistas while respecting the natural habitat.
Lee Premium Outlets
8.2/10 (265 reviews)
You can do some window-shopping at Lee Premium Outlets during your visit to Lee. Amble around the area's gardens or attend a sporting event.
Berkshire Scenic Railway Museum
8.2/10 (13 reviews)
Step back in time at this 1903 New Haven Depot showcasing Berkshire's railway heritage. Enjoy guided tours and vintage train rides aboard the "Lenox Jitney" during summer Saturdays.
Tyringham Cobble
8.0/10 (15 reviews)
This geological wonder offers panoramic views of the Tyringham Valley. Hike through wildflower meadows to discover Rabbit Rock, a distinctive sandstone formation that crowns this peaceful Berkshire retreat.
McLennan Reservation
6.8/10 (6 reviews)
Traverse the pristine 594-acre McLennan Reservation through forests and past historic stone walls. The 1.5-mile loop trail leads to tranquil Hale Pond, nestled between mountains in the unspoiled Berkshires.
Lee Library
8.2/10 (23 reviews)
The only Carnegie library left in the Berkshires, Lee Library features classical revival architecture in local marble. Browse its collection while enjoying polished birch woodwork and cosy reading areas.
Wood's Pond
8.0/10 (13 reviews)
Wood's Pond offers a peaceful retreat where 181 bird species soar above calm Berkshire waters. Explore its network of trails through lush forests or cast a line from the tranquil shoreline.
Ashintully Gardens
9.4/10 (6 reviews)
Wander through elegant gardens with classical statuary and footbridges over a babbling brook. A woodland trail leads to the ruins of the "Marble Palace" with panoramic valley views.
Frequently asked questions
How much does a Lee holiday package cost?
You'll find cheap prices on Expedia for your Lee escape. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to Lee costs.
What are the cheapest months to go to Lee?
If you're looking to book a cheap Lee holiday package, consider travelling in January, February and March. You're likely to find better prices on airfares and hotels during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Lee?
With a well-planned schedule, you can easily hit the main Lee sights in a few days. But if you want to venture off the beaten track or take day trips, consider booking your Lee holiday for longer.
Is it worth booking a holiday package to Lee?
It's easy to see why a Lee holiday is on the to-do list of many travellers. Top attractions like Wood's Pond are just the beginning of things to keep you busy here.
How to find the best Lee package deals?
Start your search for a Lee package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Lee package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Lee escape off to a flying start.
Is it cheaper to book a Lee holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking accommodation and flights individually. Better still, you can personalise your Lee escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Lee?
Land fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Lee break.
How to plan a trip to Lee?
- Pick your travel dates: The things you'd like to do in Lee and your favourite season will help you decide when to travel.
- Calculate your budget: Ensure you have enough money to pay for everything from transportation and meals to airfares and activities. Your hotel will likely be the biggest expense during your trip to Lee.
- Decide how long to go for: Now that you're more familiar with Lee, you can work out the perfect length of your break. Put together a rough itinerary and give yourself enough time for all the things you want to do.
- Combine your accommodation and airfare: After you've settled on your travel dates and duration, lock in the ideal Lee holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
