Lee Vacations from $471
Book a Hotel + Flight or Car together to unlock savings
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.
Lodges At Cresthaven
$471
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9.4/10 Exceptional! (628 reviews)
They have pocket doors on the bathrooms with no locks. The slope of the property was so great that my reasonably healthy wife could not access the beach area. The property is beautiful, but in my opinion it is not well suited for older adults.
Reviewed on Aug 27, 2026
The Cornell Inn, Lenox & The Berkshires
$1,202
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Albany (ALB)
9.2/10 Wonderful! (1,007 reviews)
Lovely people and place. Breakfast was great and so was the room. Highly recommend.
Reviewed on Aug 31, 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.
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.
Animagic Museum of Animation
7.6/10 (9 reviews)
This intimate museum showcases actual models from films like "The Matrix" and "Chicken Run" created by local artists. Create your own animation during hands-on workshops and see a genuine Academy Award up close.
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 cozy 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.
Lee Hotel Deals
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Fully refundable
$128 nightly
$142 total
Sep 22 - Sep 23
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
"We had a fantastic stay at the Black Swan Inn in Lee, MA. Our room was incredibly clean, comfortable, and featured a beautiful view of the lake. Both check-in and check-out were completely hassle-free .A special shoutout goes to Carrie, the breakfast attendant! The breakfast area was exceptionally ..."
Reviewed on Aug 31, 2026
Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
Fully refundable
$110 nightly
$122 total
Sep 22 - Sep 23
Total with taxes and fees
Econo Lodge Lee - Great Barrington
980 Pleasant Street Lee MA
Fully refundable
$69 nightly
$77 total
Sep 13 - Sep 14
Total with taxes and 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 Aug 31, 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 $471 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.
Explore a world of travel with Expedia
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- Jacob's Pillow
- Norman Rockwell Museum
- National Shrine of the Divine Mercy
- Kennedy Park
- Visit South Lee
- Tyringham Cobble
- Lenox Vacations
- Goose Pond Reservation
- Berkshire Theatre Festival
- Visit Lee
- Visit Stockbridge
- Bidwell House Museum
- Wyndhurst Golf & Club
- Berkshire Botanical Garden
- Tanglewood Music Center
- Lee Premium Outlets
- Berkshire Mountain Country Store
- Ashintully Gardens
- Animagic Museum of Animation
- South Lee Vacations
- Lenox Library
- Berkshire Scenic Railway Museum
- Herman Melville's Arrowhead
- Visit Lenox
- Bousquet Ski Area
- Visit Great Barrington
- Stockbridge Vacations
- Mission House
- Ventfort Hall Mansion and Gilded Age Museum
- Ebenezer II Gifts and Antiques
- Chesterwood
- Frelinghuysen Morris House and Studio
- Naumkeag Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.