South Lee Vacations from $579

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Your South Lee Vacation

The adventure-packed city of South Lee is calling your name. Discover its hot spots and hidden treasures with a South Lee vacation package that's customized to you. If your trip to South Lee includes a little sightseeing, take in popular attractions like Tanglewood Music Center, National Shrine of the Divine Mercy and Lee Premium Outlets. Browse Expedia's wide range of travel options and start planning your dream vacation to South Lee today.

The Latest South Lee vacation packages

Price found within the past 48 hours. Click for updated prices.
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2 out of 5
Price was $888, price is now $579 per person
$579
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Fayetteville (XNA) to Albany (ALB)
7.6/10 Good! (558 reviews)
Excellent location!!

Reviewed on Dec 26, 2025

Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,298, price is now $882 per person
$882
per person
Mar 15 - Mar 20
found 16 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Albany (ALB)
9.4/10 Exceptional! (13 reviews)
Wow, just wow! My high school friend and I met up at Prospect Berkshires for a girls weekend. We had an incredible time relaxing by using all the amenities. The staff are so helpful and profession.

Reviewed on Nov 29, 2025

The Dewey

The Dewey

3.5 out of 5
Price was $932, price is now $686 per person
$686
per person
Mar 15 - Mar 20
found 16 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Albany (ALB)
8.6/10 Excellent! (329 reviews)
Great spot. Lots of history.

Reviewed on Sep 12, 2025

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $1,107, price is now $818 per person
$818
per person
Mar 15 - Mar 20
found 16 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Albany (ALB)
9/10 Wonderful! (1,002 reviews)
The staff was very welcoming and attentive. Room was clean.

Reviewed on Jan 3, 2026

Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater Sunny Pond

Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater Sunny Pond

3 out of 5
Save 100% on your flight
Price was $4,084, price is now $3,144 per person
$3,144
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MKC) to Albany (ALB)
No reviews
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Discover the most popular places to visit in South Lee

Chesterwood

You can find out about the history of South Lee with a stop at Chesterwood. Wander the lakeside in this quaint area.

Chesterwood

South Lee Hotel Deals

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
$124 nightly
The price is $138 total per night from Jan 15 to Jan 16
$138 total
Jan 15 - Jan 16
Total with taxes and fees
9/10 Wonderful! (818 reviews)
Clean. parking. staff professionalism. and amenities

Reviewed on Jan 7, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $141 total per night from Jan 19 to Jan 20
$141 total
Jan 19 - Jan 20
Total with taxes and fees
8.6/10 Excellent! (2,202 reviews)
Clean rooms, chimney did not work

Reviewed on Jan 4, 2026

Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
$98 nightly
The price is $109 total per night from Jan 23 to Jan 24
$109 total
Jan 23 - Jan 24
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
Another good 2 night stay. Did have a slow shower drain but reported that to maintenance and it was fixed right away. Good service. And also the restaurant is quite good featuring an American menu with a Southern emphasis. The parking garage demo is moving quickly by the way. More parking close to ...

Reviewed on Jan 7, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
See all 1,335 properties in South 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 South Lee Vacation Packages

South Lee Essential Information

Language
English
Currency
U.S dollars
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 South Lee vacation package cost?
You can snap up a vacation package to this top destination from $579 on Expedia. But how much your vacation to South Lee costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to South Lee?
June, November and December are great times to search for cheap South Lee vacation packages. Choosing to travel in less busy periods means you can generally find better prices on flights and hotels.
How many days is enough for South Lee?
Generally, a handful of days is enough to check out the major sights during your South Lee vacation. However, if you'd like to have time to kick back or take day trips, consider extending your itinerary.
How to find the best South Lee package deals?
Start your search for a South Lee package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect South Lee package deal straight away, just 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 South Lee adventure underway.
Is it cheaper to book a South Lee vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component separately. And you'll still have the flexibility to create a tailored South Lee vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to South Lee?
If you have your South Lee vacation dates confirmed, book as soon as you can to snap up some fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later South Lee vacation packages?
Your South Lee getaway should be a relaxing escape from your busy life, not a reason for money worries. So to allow you that extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs 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.