Lee Vacations from $460

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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

Brook Bound Inn

2 out of 5
Price was $595, price is now $460 per person
$460
per person
Aug 28 - Aug 30
found 22 hours ago
Roundtrip flight included
New York (NYC) 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

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $1,312, price is now $938 per person
$938
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
9.2/10 Wonderful! (1,007 reviews)
The entire staff was amazing and the inn was beautiful, we will definitely be back

Reviewed on Jul 21, 2026

Gedney Farm

Gedney Farm

3.5 out of 5
Price was $1,048, price is now $787 per person
$787
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
9.2/10 Wonderful! (138 reviews)
Pet friendly and amazing grounds

Reviewed on Jul 17, 2026

The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Price was $1,150, price is now $871 per person
$871
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
8.6/10 Excellent! (141 reviews)
This holiday apartment was very dated, dark, and had a damp smell. The pull-out sofa was extremely uncomfortable, making it impossible for anyone to get a good night’s sleep. The walls were paper-thin, so we could hear everything from our neighbors, including footsteps, and toilets flushing. As a family with a young child, we felt like we had spent three days in an assisted living facility rather than a vacation resort. The staff in the main office were friendly, but unfortunately, that is the only positive thing I can say about our stay.

Reviewed on Jul 19, 2026

Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
Price was $1,069, price is now $841 per person
$841
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
7.8/10 Good! (17 reviews)

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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.
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Lee Hotel Deals

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
$186 nightly
The price is $208 total per night from Jul 23 to Jul 24
$208 total
Jul 23 - Jul 24
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

2.5 out of 5
170 Housatonic Street Lee MA
Fully refundable
$135 nightly
The price is $151 total per night from Aug 12 to Aug 13
$151 total
Aug 12 - Aug 13
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
"The room was good however the lack of good internet made it very difficult to do the simplest of tasks."

Reviewed on Jul 21, 2026

Quality Inn Lee - Lenox South
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2 out of 5
980 Pleasant Street Lee MA
Fully refundable
$84 nightly
The price is $94 total per night from Aug 11 to Aug 12
$94 total
Aug 11 - Aug 12
Total with taxes and fees
Econo Lodge Lee - Great Barrington
See all 526 properties in Lee
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 $460 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.