Lee Vacations from $383

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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.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $469, price is now $383 per person
$383
per person
Sep 11 - Sep 13
found 15 hours ago
Roundtrip flight included
San Juan (SJU) to Albany (ALB)
8.8/10 Excellent! (2,483 reviews)
Great place but sometimes have issues connecting with Expedia reservations it seems.

Reviewed on Aug 1, 2026

The Perch Hotel

The Perch Hotel

2 out of 5
Save 100% on your flight
Price was $1,703, price is now $1,126 per person
$1,126
per person
Sep 12 - Sep 19
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
9.6/10 Exceptional! (33 reviews)
It was a wonderful stay the room was very clean and spacious. The common area downstairs was my favorite part of my whole stay. Wide variety of games to play with other guest that are also staying.

Reviewed on Jul 16, 2026

Studio 6 Lake George, NY - Adirondacks

Studio 6 Lake George, NY - Adirondacks

2 out of 5
Price was $801, price is now $601 per person
$601
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
9.2/10 Wonderful! (5 reviews)
Comfy

Reviewed on Jul 30, 2026

Sundowner on Lake George

Sundowner on Lake George

2.5 out of 5
Save 100% on your flight
Price was $1,370, price is now $1,029 per person
$1,029
per person
Sep 4 - Sep 8
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
7.6/10 Good! (248 reviews)
Nothing like the pictures. No staffs to receive you, you have to call a phone number. The place is old and outdated.

Reviewed on May 3, 2026

Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $858, price is now $671 per person
$671
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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

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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
$207 nightly
The price is $231 total per night from Aug 5 to Aug 6
$231 total
Aug 5 - Aug 6
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"This is a decent hotel in an excellent lakeshore location. The staff is friendly, the breakfast is good, there is a bar / restaurant on the premises. The property can benefit from some facelift / freshening."

Reviewed on Aug 1, 2026

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
$115 nightly
The price is $129 total per night from Sep 1 to Sep 2
$129 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
"Room and bathroom were clean and well stocked. The staff was excellent from the front desk and all of housekeeping. The price was also ready."

Reviewed on Jul 30, 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
$76 nightly
The price is $85 total per night from Sep 1 to Sep 2
$85 total
Sep 1 - Sep 2
Total with taxes and fees
Econo Lodge Lee - Great Barrington
See all 519 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 $383 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.