Lee Vacation Packages

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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.

Top Lee Vacation Deals

Price found within the past 48 hours. Click for updated prices.
South Shire

South Shire

4 out of 5
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.2/10 Wonderful! (92 reviews)
Cute place to stay walking distance from brewery.

Reviewed on Jul. 25, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
7.4/10 Good! (504 reviews)
My husband and I stayed one night to celebrate our anniversary. The room was clean, roomy and comfortable. The hotel is huge in a beautiful surrounding with many activities included in the price. Swimming, bike riding and an easy drive into the main town. We would recommend the Equinox and plan on returning in the future for several nights.

Reviewed on Aug. 6, 2025

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.4/10 Exceptional! (782 reviews)
Great location, nice front porch. Nice bar. There is no gym, breakfast, snacks, or gift shop, however, a clothing boutique is available. As a pet-friendly hotel, oftentimes I was interrupted by dogs barking and growling at each other - I felt I was at a kennel. Value for the room rate was underwhelming.

Reviewed on Jul. 24, 2025

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.6/10 Exceptional! (1,003 reviews)
We really enjoyed our stay at this property. It's nicely kept.. and EV charging is included in stay. Great breakfast, too.

Reviewed on Aug. 4, 2025

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Lee Hotel Deals

The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
The price is CA $174 per night from Sep 1 to Sep 2
CA $174
CA $194 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Very convenient location for Tanglewood and towns of Lee, Lenox, and Stockbridge. Great restaurant on location, Mint—Indian food."

Reviewed on Aug. 4, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
Quality Inn

Quality Inn

2.5 out of 5
170 Housatonic Street, Lee, MA
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Aug 24 to Aug 25
CA $151
CA $168 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Not a bad stay here. Check in took a bit longer due to the confused person ahead of us. The poor desk manager had a long line of check ins and a phone ringing off the hook and no help. The room was a good size and the king bed was comfortable. We had a corner room and the window facing the side parking ..."

Reviewed on Jul. 31, 2025

Quality Inn
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2 out of 5
980 Pleasant Street, Lee, MA
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Aug 21 to Aug 22
CA $88
CA $98 total
Aug 21 - Aug 22
includes taxes & fees
6.2/10 (618 reviews)
Hotel Review
"Convenient to Stockbridge Country club where we were playing in a golf tournament. Rooms need to be updated, along with bathroom fan and new toilet"

Reviewed on Aug. 4, 2025

Econo Lodge Lee - Great Barrington
See all 495 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Lee vacation package cost?
Offering excellent value package deals from CA $1,682 on Expedia, you'll be thrilled with how little a vacation to Lee costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Lee?
If you're looking to score a cheap Lee vacation package, consider visiting in January, February and March. You'll generally find lower prices on flights and hotels during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Lee?
With a well-planned schedule, you can easily hit the main Lee attractions in a few days. But if you'd like to venture off the beaten track or go on day tours, think about booking your Lee vacation for longer.
Is it worth booking a vacation package to Lee?
Lee is a good vacation destination with attractions like Wood's Pond 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?
Begin your search for a Lee package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Lee package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Lee escape underway.
Is it cheaper to book a Lee vacation as a package?
You can enjoy significant savings on your Lee break by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Lee?
If you have your Lee vacation dates confirmed, book as soon as you can to snap up some outstanding deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Lee?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Lee.
  2. Plan your budget wisely: In addition to the cost of your stay, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that could arise during your trip to Lee.
  3. Decide how long to go for: Now that you're more familiar with Lee, you can figure out the ideal length of your break. Put together a draft itinerary and allocate enough time for all the things you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Lee vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.