Lee Vacation Packages 2025/2026 from $344

Lee flight + hotel vacation packages

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

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Save 100% on your flight

$344

per person

Nov 8 - Nov 15

found 15 hours ago

Roundtrip flight included

New York (JFK) to Albany (ALB)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Gedney Farm

Save 100% on your flight

$505

per person

Nov 6 - Nov 10

found 10 hours ago

Roundtrip flight included

Pittsburgh (PIT) to Albany (ALB)

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a garden, and a communal living room are also on offer.

The White House Inn

Save 100% on your flight

$549

per person

Dec 9 - Dec 16

found 1 day ago

Roundtrip flight included

New York (JFK) to Albany (ALB)

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace and a garden are also provided.

The Constance by the Lenox Collection

Save 100% on your flight

$658

per person

Nov 6 - Nov 10

found 10 hours ago

Roundtrip flight included

Pittsburgh (PIT) to Albany (ALB)

A gym, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A library, express check-out, and wedding services are also on offer.

Brook Bound Inn

Save 100% on your flight

$969

per person

Nov 9 - Nov 16

found 17 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Albany (ALB)

A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.

Top Lee hotels deals

The Black Swan Lee - Lenox, an Ascend Collection Hotel

435 Laurel St, Lee, MA

$106 nightly

$119 total

Nov 2 - Nov 3

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a picnic area, and laundry facilities are also on offer.

Breakfast included

Pet friendly

Quality Inn

170 Housatonic Street, Lee, MA

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$104 total

Oct 26 - Oct 27

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the express check-in. A restaurant, a 24-hour front desk, and express check-out are also provided.

Breakfast included

Free WiFi

Econo Lodge Lee - Great Barrington

980 Pleasant Street, Lee, MA

Free Cancellation

Reserve now, pay when you stay

$63 nightly

$70 total

Nov 2 - Nov 3

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.

Breakfast included

Pet friendly

Lakehouse Inn

615 Laurel St., Lee, MA

$174 nightly

$195 total

Nov 2 - Nov 3

Total with taxes and fees

This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A terrace, a snack bar/deli, and a picnic area are also on offer.

Breakfast included

Parking included

Pilgrim Inn

165 Housatonic St, Lee, MA

$85 nightly

$95 total

Oct 17 - Oct 18

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on offer.

Pet friendly

Parking included

Chambery Inn

199 Main St, Lee, MA

$250 nightly

$279 total

Oct 7 - Oct 8

Total with taxes and fees

A hot tub, free self parking, and free newspapers are featured at this bed & breakfast. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli are also on offer.

Hot Tub

Spa

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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.

Popular places to visit

Lee Premium Outlets

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.

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.

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.

Frequently asked questions

How much are vacation packages to Lee?

Travelocity has flight and hotel vacation packages starting as low as $344. With such amazing bargains, you'll be exploring all of Lee before too long.

How long should my Lee vacation be?

Around 2 nights is the average amount of time visitors spend in Lee. But how long is right for you all comes down to how many magical memories you want to make. Why not stay a few extra days and explore some of the lesser-known spots?

Where can I get the best vacation package deals for Lee?

Look no further than Travelocity. With access to 400 airlines and a whopping 1,000,000 properties around the world, selecting the perfect Lee package deal couldn't be easier.

Why should I book my Lee vacation bundle with Travelocity?

Because life is all about the journey, and we've got everything you could hope for to get you on your way. With our superb service and Price Match Guarantee, you can book your trip with confidence. What's more, you can sleep easy on the road knowing we're always available to chat via our round-the-clock support.

Will I save money on my Lee car rental if I combine it with hotels and flights?

Combining your flight, car and hotel into a Lee vacation package is an excellent way to score the best deal. Plus, having your own set of wheels gives you the freedom to find your way to all those landmarks you're itching to see. Situated 110 mi from Lee, Times Square is one attraction that should be on your itinerary. Fill up the tank and make a day trip of it.

Which airport is best for Lee?

Bradley Intl. Airport (BDL) is popular. You'll find it roughly 40 mi southeast of Lee. Your other options are Albany Intl. Airport (ALB) (40 mi away from central Lee) and Hartford, CT (HFD-Hartford - Brainard) (50 mi away from central Lee).

What is there to do in Lee?

You'll feel an undeniable magic as you stroll the streets of Lee. Berkshire Mountain Country Store and Animagic Museum of Animation are just two landmarks that make this city so popular, so put them on your list of places to see.

Where should I stay when visiting Lee?

Many people opt to spend their nights at the Quality Inn. It's sure to be a good base for your Lee escape.