Lee Vacations from $553
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Your Lee Vacation
With one of our vacation packages to Lee, you'll have countless opportunities for relaxation and adventure. There's plenty to enjoy, including its rural countryside and spectacular views. A trip to Lee is an excellent opportunity to do a bit of sightseeing. Make sure you visit renowned attractions like Tanglewood Music Center, National Shrine of the Divine Mercy and Lee Premium Outlets. Expedia is here to help you escape the everyday. Tailor your vacation to Lee to suit your style of travel, whatever that may be.
The Latest Lee vacation packages
Price found within the past 48 hours. Click for updated prices.
Brook Bound Inn
$737
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Albany (ALB)
9.4/10 Exceptional! (19 reviews)
Our weeklong trip meandering the roads of Vermont was made more memorable by our stay at the Brook Bound Inn! The property is gorgeous and impeccably maintained! Our room was clean and so quiet! The bed was comfortable, and the blackout window blinds allowed us to sleep a little later than normal. The bathroom was very clean with a large shower and great smelling body wash, shampoo, etc. Jake and Hope were so helpful before and during our stay. We also appreciated the robust WIFI. We didn’t try the amazing pool this time, but we will for sure on our next trip!
Reviewed on Aug 30, 2026
The Cornell Inn, Lenox & The Berkshires
$826
per person
Nov 22 - Nov 26
found 22 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
9.2/10 Wonderful! (1,001 reviews)
Delightful and charming! When you go to an inn that is over 200 years old you don’t know what to expect and everything was a wonderful surprise. Super clean, stylish, and staff that was warm and friendly. We had what we believe was the smallest room in the Inn, not much over 100 ft.², and it was perfect for a one night stay. The breakfast options were a real treat!
Reviewed on Oct 6, 2026
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
$1,126
per person
Dec 12 - Dec 19
found 4 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Albany (ALB)
8.4/10 Very Good! (1,003 reviews)
Room was real clean; except for cobwebs in the corners and ceiling.
Breakfast was good but pancake maker wasn't working right the 2 days we were there. And the cranberry juice was just water.
Walls paper thin. Neighbor had tv on all night and had us up at 4am banging and talking.
Also got a weird call from front desk that someone at the hotel called 911 and the front desk was calling each room to see it everyone was ok. Weird that police didn't come and check.
Reviewed on Oct 7, 2026
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 find the perfect gifts to bring home at Lee Premium Outlets during your trip to Lee. Amble around the area's gardens or attend a sporting event.
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.
Berkshire Scenic Railway Museum
8.2/10 (13 reviews)
Step back in time at this 1903 New Haven Depot showcasing Berkshire's railroad heritage. Enjoy guided tours and vintage train rides aboard the "Lenox Jitney" during summer Saturdays.
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 cozy reading areas.
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.
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.
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 Hotel Deals
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$119 nightly
$133 total
Nov 2 - Nov 3
Total with taxes and fees
Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
Fully refundable
$93 nightly
$103 total
Nov 1 - Nov 2
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
"Wonderful location. Nearby Norman Rockwell museum. Perfect for a stopover."
Reviewed on Oct 6, 2026
Econo Lodge Lee - Great Barrington
980 Pleasant Street Lee MA
Fully refundable
$65 nightly
$73 total
Oct 28 - Oct 29
Total with taxes and fees
6.4/10 (702 reviews)
"Clean and mostly quiet. No hair dryer. There is breakfast with minimal options."
Reviewed on Oct 4, 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.
Find the Best Lee Vacation Packages
Lee Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 2,100 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Norman Rockwell Museum, Ski Butternut and Bousquet Ski Area |
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Frequently asked questions
How much does a Lee vacation package cost?
You'll find cheap prices from $553 on Expedia for your Lee escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Lee costs.
What are the cheapest months to go to Lee?
You can typically find lower prices and greater availability in November, December and January. Check out our cheap Lee vacation packages and you could score some great off-season discounts.
How many days is enough for Lee?
Usually, a handful of days is enough to go to the main attractions during your Lee vacation. But if you'd like to have time to chill out or take day tours, think about extending your itinerary.
Is it worth booking a vacation package to Lee?
Lee is a good vacation destination with attractions like Lee Premium Outlets among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Lee vacation promises a good time for everyone.
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 vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking accommodations and flights individually. Better still, you can personalize 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 vacation 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.
Does Expedia offer Book Now, Pay Later Lee vacation packages?
Your Lee break is meant to be a relaxing escape from your busy life, not a source of money worries. So to give you that extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
