Lee Vacations from $464

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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
Save 100% on your flight
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Albany (ALB)
8.6/10 Excellent! (1,862 reviews)
This is a great get away! Beautiful atmosphere and lots of variety of activities

Reviewed on Jul 17, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Albany (ALB)
7.4/10 Good! (491 reviews)
The property was historic and very quaint and the common areas were nice. Coffee was good. For the price paid -carpet in halls & elevator needed replaced/woodwork repainted. Air conditioner was a window unit/room outdated.

Reviewed on Jul 14, 2025

Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Save 100% on your flight
per person
Aug 18 - Aug 22
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Albany (ALB)
9.4/10 Exceptional! (471 reviews)
This property is beautiful. But realize it's just that. There is limited service and even though they charge over 1k per night they don't provide pool towels. They told me to go buy some at their store. Amazing property but that's all you are getting here.

Reviewed on Jul 18, 2025

Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

3 out of 5
Save 100% on your flight
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
9.2/10 Wonderful! (530 reviews)
Really nice modern units and layout. Loved the car charger for our EV. We stayed in and cooked, as there were minimal food options in the area. Lovely stay and we will be back!

Reviewed on Jun 7, 2025

Hotel Brookmere & Arbor Spa

Hotel Brookmere & Arbor Spa

4 out of 5
per person
Aug 18 - Aug 22
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Albany (ALB)
9/10 Wonderful! (41 reviews)
The Brookmere is a gem! The rooms were newly renovated, spacious , clean and beautifully decorated. The plush robes and spa like bathroom were appreciated. I enjoyed my coffee in the morning on the patio with beautiful seating. I wish I had more time to enjoy the amenities but hopefully next time. The pool, sauna and spa are a must for my next visit

Reviewed on Jul 17, 2025

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Discover the most popular places to visit in Lee

Lee Premium Outlets

4/5(98 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.

Lee Premium Outlets

Berkshire Mountain Country Store

You can enjoy the entertainment at Berkshire Mountain Country Store during your travels to Lee. Wander the gardens and forest in the area.

Berkshire Mountain Country Store

Goose Pond Reservation

Commune with nature and explore the great outdoors at Goose Pond Reservation during your travels in Lee. While you're here, you can savor the top-notch restaurants.

Goose Pond Reservation

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
$195 nightly
The price is $217 total per night from Jul 30 to Jul 31
$217 total
Jul 30 - Jul 31
Total includes taxes and fees
9/10 Wonderful! (1,001 reviews)
"Beautiful lakefront property. Spacious, clean room. Breakfast was basic, but it's close to Lee where there are plenty of beautiful coffeeshops and restaurants. I rented a kayak one morning and the lake was incredibly peaceful."

Reviewed on Jul 14, 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
$135 nightly
The price is $151 total per night from Aug 4 to Aug 5
$151 total
Aug 4 - Aug 5
Total includes taxes and fees
8.2/10 Very Good! (999 reviews)
Very pleased
"Great location, thoughtful and professional staff, clean facilities and an excellent value."

Reviewed on Jul 6, 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
$64 nightly
The price is $71 total per night from Aug 3 to Aug 4
$71 total
Aug 3 - Aug 4
Total includes taxes and fees
6.2/10 (610 reviews)
"It is clean and reasonably priced. We were comfortable and close to Tanglewood."

Reviewed on Jul 11, 2025

Econo Lodge Lee - Great Barrington
See all 492 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 $464 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.