Lee Vacations from $654
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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.
The Cornell Inn, Lenox & The Berkshires
$859
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
9.2/10 Wonderful! (1,002 reviews)
We booked a queen room. When we arrived, we were told the AC in our room had stopped working and were given a fan. We were shown to a room with a king bed and later found out our room had been given to another guest who had booked the king room because of the broken AC. We had a terrible nights sleep. We were told a manager would email or call us to refund part of our stay for the inconvenience.
Things that could have been done better.
1) notify guests if there is a problem so they can make other accommodations. We arrived at 6 pm for an 8 pm event and could not make last minute arrangements.
2) Honor guest reservations rather than giving rooms away to preferential guests. No explanation was given for why our room with functioning AC was given away.
3) Make an effort to go buy a window AC or keep one on hand for emergencies.
4) Managers should follow up on poor experiences and refund guests as promised by staff.
Reviewed on Aug 10, 2026
Brook Bound Inn
$666
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
9.2/10 Wonderful! (17 reviews)
The cabin and grounds are well-maintained. The pool was crystal clear and the slide was a nice addition. Gorgeous views!
Reviewed on Jun 28, 2026
Lodges At Cresthaven
$750
per person
Oct 19 - Oct 23
found 13 hours ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
9.4/10 Exceptional! (621 reviews)
Amazing views of Lake George from our balcony. The kids playground was perfect for our 4 year old and the beach with shallow water area for the kids is perfect. The quick access to the Boat House is just perfect for lunch or dinner. The kayaks and water activities are fun for everyone. We would certainly return!
Reviewed on Aug 9, 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.
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.
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.
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 Hotel Deals
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$134 nightly
$150 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (1,006 reviews)
"For a non-chain hotel, I was pleasantly surprised. Clean and comfortable. But definitely a B- C+ place which was perfect for a quick stay."
Reviewed on Aug 9, 2026
Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
$107 nightly
$120 total
Aug 31 - Sep 1
Total with taxes and fees
8.4/10 Very Good! (1,012 reviews)
"Love that it is so close to the turnpike. But never notice any noise. Also real close to a Dunkin, and Shell gas. Very convenient!"
Reviewed on Aug 11, 2026
Econo Lodge Lee - Great Barrington
980 Pleasant Street Lee MA
$67 nightly
$75 total
Sep 7 - Sep 8
Total with taxes and fees
6.4/10 (686 reviews)
"It was fine. Not a luxury place, but the room was clean and everything worked ok."
Reviewed on Aug 11, 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 $654 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.
