South Lee Vacations from $680

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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.
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $887, price is now $680 per person
$680
per person
Jul 29 - Jul 31
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
9.2/10 Wonderful! (1,003 reviews)
Lovely Inn , comfy bed and suite. The breakfast was delicious…especially enjoyed the frittata, fresh baked sweet breads, and latte. Appreciated the fireplace and cognac nightcap served on on a cool April evening ,coming back from a delicious dinner in Lenox. Kool speak easy style bar, good vibes!

Reviewed on May 1, 2026

Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Save 100% on your flight
Price was $1,410, price is now $987 per person
$987
per person
Jun 14 - Jun 17
found 7 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
9.4/10 Exceptional! (579 reviews)
Nice place, peaceful & quiet.

Reviewed on May 6, 2026

Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

3 out of 5
Save 100% on your flight
Price was $4,771, price is now $3,626 per person
$3,626
per person
Jun 14 - Jun 17
found 10 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
No reviews
Secluded Estate Optional Guest House, Pond, Playroom, Gym & Theater Sunny Pond by Avantstay

Secluded Estate Optional Guest House, Pond, Playroom, Gym & Theater Sunny Pond by Avantstay

3 out of 5
Save 100% on your flight
Price was $3,253, price is now $2,482 per person
$2,482
per person
Jul 29 - Jul 31
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
No reviews
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Price was $1,092, price is now $837 per person
$837
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
8.6/10 Excellent! (141 reviews)
Expedia stated the front desk is open until midnight, but when I arrived at 8:05pm the door to the registration bldg was locked.i located a mailbox marked “late check ins” where I found a key card that was only good for one of my two nights. It snowed 2-3” during my 2-day stay, but the sidewalks to my building were never shoveled. Room was extremely clean but quite outdated. Bathroom tiles were cracked with pieces missing along the exterior wall, allowing very cold air in. Price was good for my short stay - unfortunately I didn’t have time to use the clubhouse amenities.

Reviewed on Jan 7, 2026

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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
$134 nightly
The price is $149 total per night from May 18 to May 19
$149 total
May 18 - May 19
Total with taxes and fees
9.2/10 Wonderful! (894 reviews)
Family friendly resort with amenities the whole family can enjoy!

Reviewed on May 12, 2026

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

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $126 total per night from May 24 to May 25
$126 total
May 24 - May 25
Total with taxes and fees
9/10 Wonderful! (932 reviews)
Loved this place - and would probably come. again. My only issue is that check-out is at 10:00 am. I had friends staying there who were not checking out, so I was able to linger in their suite. I imagine that I could have eaten breakfast in the large sunny open lounge on the first floor - if this ...

Reviewed on May 14, 2026

Berkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $133 total per night from May 21 to May 22
$133 total
May 21 - May 22
Total with taxes and fees
9/10 Wonderful! (942 reviews)
Great experience

Reviewed on May 13, 2026

Berkshires Untold
See all 1,380 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 $680 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.