Lee Vacations from $501
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
The Perch Hotel
$1,118
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
9.6/10 Exceptional! (33 reviews)
Really well kept friendly staff and was overall a joy to stay at The Perch! No complaints what so ever.
Reviewed on Aug 3, 2026
Spacious Home in Troy
$571
per person
Oct 22 - Oct 26
found 19 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
4/10 (1 review)
First of all when we got there we weren't told where the parking area was . We had 5 people staying 3 nights. There were 3 bath mats, 3 bath towels & 2 washcloths. No hand towels. No kitchen towels. The shower head didn't work correctly. Dining area lights didn't work. Control panel on the washer/dryer was falling off. No place to put our clothes. The one dresser had stuff stored in it Master bed sheets had a cigerette burn. Half empty bottles of water laying around. But the worst part was when I did the dishes, all the water from the sink poured into the cupboard and flooded the floor. I cleaned it up & we looked to see if something needed tightening but it was more than that & when I messaged the host was told they would look at it. Nobody came.
Reviewed on May 25, 2026
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.
Lee Premium Outlets
8.2/10 (265 reviews)
You can find the perfect gifts to bring home at Lee Premium Outlets during your trip to Lee. Amble around the area's gardens or attend a sporting event.
Animagic Museum of Animation
7.6/10 (9 reviews)
This intimate museum showcases actual models from films like "The Matrix" and "Chicken Run" created by local artists. Create your own animation during hands-on workshops and see a genuine Academy Award up close.
Lee Library
8.2/10 (23 reviews)
The only Carnegie library left in the Berkshires, Lee Library features classical revival architecture in local marble. Browse its collection while enjoying polished birch woodwork and cozy reading areas.
Ashintully Gardens
9.4/10 (6 reviews)
Wander through elegant gardens with classical statuary and footbridges over a babbling brook. A woodland trail leads to the ruins of the "Marble Palace" with panoramic valley views.
Berkshire Scenic Railway Museum
8.2/10 (13 reviews)
Step back in time at this 1903 New Haven Depot showcasing Berkshire's railroad heritage. Enjoy guided tours and vintage train rides aboard the "Lenox Jitney" during summer Saturdays.
Tyringham Cobble
8.0/10 (15 reviews)
This geological wonder offers panoramic views of the Tyringham Valley. Hike through wildflower meadows to discover Rabbit Rock, a distinctive sandstone formation that crowns this peaceful Berkshire retreat.
Wood's Pond
8.0/10 (13 reviews)
Wood's Pond offers a peaceful retreat where 181 bird species soar above calm Berkshire waters. Explore its network of trails through lush forests or cast a line from the tranquil shoreline.
Lee Hotel Deals
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
$134 nightly
$150 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
"My first time and I will go back."
Reviewed on Aug 3, 2026
Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
Fully refundable
$102 nightly
$114 total
Aug 31 - Sep 1
Total with taxes and fees
Econo Lodge Lee - Great Barrington
980 Pleasant Street Lee MA
Fully refundable
$67 nightly
$75 total
Sep 7 - Sep 8
Total with taxes and fees
6.4/10 (683 reviews)
"No breakfast was provided. We waited from 7 to to 7:15, knocked on the office door, and called the phone number provided. No one answered and no one responded. The room was moldy, curtains were not fully closed, and tv did not have local channels. We also had multiple attempts to connect with Wi-Fi. ..."
Reviewed on Aug 2, 2026
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 |
More vacations you might like
Frequently asked questions
How much does a Lee vacation package cost?
You'll find cheap prices from $501 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.
Explore a world of travel with Expedia
- Cabin Rentals in Lee
- Springfield Hotels
- Hotels near National Shrine of the Divine Mercy
- Guest Houses in Lee
- Lenox Hotels
- B&B in Lenox
- Stockbridge Hotels
- Lodges in Lee
- Resorts in Lee
- Hotels near Berkshire Mountain Country Store
- Vacation Homes in Lee
- Golf Hotels in Lee
- B&B in Lee
- 4 Star Hotels in Lee
- Resorts & Hotels with Spas in The Berkshires
- Pittsfield Hotels
- Luxury Hotels in Lee
- Hotels with a Pool in Lee
- Rv Parks in Stockbridge
- Hotels with an Outdoor Pool in Lee
- Family Hotels in Lee
- Hotels near Tanglewood Music Center
- Hotels with smoking rooms in Lee
- Resorts & Hotels with Spas in Lee
- Hotels with Free Breakfast in Lee
- Winery Hotels in Lee
- Hotels near Lee Premium Outlets
- Motels in Lee
- B&B in Stockbridge
- Hotels on the Lake in Lee
- Condo Rentals in Lee
- Romantic Hotels in Lee
- Pet-Friendly Hotels in Lee
- Cabin Rentals in The Berkshires
- Amherst Hotels
- Hilton Hotels in Lee
- Hotels with Hot Tubs in Lee
- Wyndham Hotels in Lee
- Oceanfront Hotels in Lee
- 3 Star Hotels in Lee
- Cheap Hotels in Lee
- Villas in Lee
- Lee Hotels
- Great Barrington Hotels
- Gay friendly Hotels in Lee
- Resorts & Hotels with Spas in Lenox
- Historic Hotels in Lee
- Cheap Hotels in Lenox
- Castles in Lee
- Resorts in The Berkshires
- Jacob's Pillow
- Norman Rockwell Museum
- National Shrine of the Divine Mercy
- Kennedy Park
- Visit South Lee
- Tyringham Cobble
- Lenox Vacations
- Goose Pond Reservation
- Berkshire Theatre Festival
- Visit Lee
- Visit Stockbridge
- Bidwell House Museum
- Wyndhurst Golf & Club
- Berkshire Botanical Garden
- Tanglewood Music Center
- Lee Premium Outlets
- Berkshire Mountain Country Store
- Ashintully Gardens
- Animagic Museum of Animation
- South Lee Vacations
- Lenox Library
- Berkshire Scenic Railway Museum
- Herman Melville's Arrowhead
- Visit Lenox
- Bousquet Ski Area
- Visit Great Barrington
- Stockbridge Vacations
- Mission House
- Ventfort Hall Mansion and Gilded Age Museum
- Ebenezer II Gifts and Antiques
- Chesterwood
- Frelinghuysen Morris House and Studio
- Naumkeag Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
