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Hotels in South Lee

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Tonight Sep 28 - Sep 29Next weekend Oct 4 - Oct 6

Choose from 1256 South Lee Hotel Deals

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
  • 20 min walk from Chesterwood
The price is $178 per night from Sep 30 to Oct 1
$178
includes taxes & fees
Sep 30 - Oct 1
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (530 reviews)
"Liked the whole experience overall. Good rates for the room. The one complaint was a safety issue. Need a bar in the bathtub area. Took a bath and had a lot of trouble getting out of it. Elderly people should be considered."

Reviewed on Sep 25, 2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
  • 17 min drive from Chesterwood
The price is $158 per night from Sep 30 to Oct 1
$158
includes taxes & fees
Sep 30 - Oct 1
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (398 reviews)
Ny new favorite hotel in the Berkshires !
"Woa, this place is nice ! It used to be a motel, but do NOT deter you. Everything was impeccable and gorgeous. I ate breakfast and dinner at the restaurant and sat on the patio for a couple hours reading. Everything was just lovely ! Beautiful garden style patio with comfortable furniture. Elegant ..."

Reviewed on Sep 25, 2024

Life House Berkshires
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
  • 8 min walk from Chesterwood
The price is $233 per night from Oct 28 to Oct 29
$233
includes taxes & fees
Oct 28 - Oct 29
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (991 reviews)
"Lovely old hotel with excellent bar and restaurant. Central to all Berkshire sights. Room clean and well-appointed; wonderful shower; lobby and many nooks in which to curl up with drink and a good book… Ambassador felines Jane and Jack make Red Lion Inn feel like home."

Reviewed on Sep 18, 2024

The Red Lion Inn
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
  • 20 min drive from Chesterwood
The price is $146 per night from Oct 21 to Oct 22
$146
includes taxes & fees
Oct 21 - Oct 22
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,000 reviews)
"Reasonable, convenient, clean, includes breakfast."

Reviewed on Sep 23, 2024

The Yankee, Trademark Collection by Wyndham
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
  • 6 min drive from Chesterwood
The price is $142 per night from Oct 28 to Oct 29
$142
includes taxes & fees
Oct 28 - Oct 29
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
8.8/10 Excellent! (1,002 reviews)
"Room was great especially as we were at the back of the hotel and looked out on the lake. Only spoke to one member of staff on arrival. Few eating options as on site Indian restaurant was closed on a Sunday. No lift so ask for ground floor if you can’t carry suitcases upstairs."

Reviewed on Sep 24, 2024

The Black Swan Lee - Lenox, Ascend Hotel Collection
FairBridge Inn Express
FairBridge Inn Express
2.5 out of 5
16 Cheshire Road, Pittsfield, MA
  • 31 min drive from Chesterwood
The price is $88 per night from Sep 29 to Sep 30
$88
includes taxes & fees
Sep 29 - Sep 30
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
5.2/10 (653 reviews)
"Great for the price"

Reviewed on Sep 23, 2024

FairBridge Inn Express
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
  • 47 min drive from Chesterwood
The price is $195 per night from Sep 29 to Sep 30
$195
includes taxes & fees
Sep 29 - Sep 30
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a health club, and in-room massages. Our guests praise the helpful staff in our ...
8.6/10 Excellent! (1,712 reviews)
"We enjoyed our stay at Vacation Villa and the condo was extremely spacious and comfortable. The only complaint is the very soft bed. Upon check- in we were told we were 15 minutes early and had to stand in another line to wait to get a different room that would be ready at 3:45. Since we are gold ..."

Reviewed on Sep 22, 2024

Vacation Village in the Berkshires
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
  • 12 min drive from Chesterwood
The price is $143 per night from Oct 6 to Oct 7
$143
includes taxes & fees
Oct 6 - Oct 7
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (306 reviews)
"Beautiful location."

Reviewed on Sep 23, 2024

The Constance, The Whitlock, & The Dewey By The Lenox Collection
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
  • 27 min drive from Chesterwood
The price is $128 per night from Oct 28 to Oct 29
$128
includes taxes & fees
Oct 28 - Oct 29
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (649 reviews)
"We had a great stay. Out in room refrigerator was t working but after calling the front desk, it was quickly replaced. Shower head placement was a bit unusual but after the first night of limited hot water, it was back to hot the rest of our stay. Towels were replaced frequently. Beds were comfortable. ..."

Reviewed on Sep 21, 2024

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA
  • 21 min drive from Chesterwood
The price is $204 per night from Oct 25 to Oct 26
$204
includes taxes & fees
Oct 25 - Oct 26
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (377 reviews)
"Very nice"

Reviewed on Sep 25, 2024

Berkshire Mountain Lodge
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
  • 16 min drive from Chesterwood
The price is $97 per night from Oct 27 to Oct 28
$97
includes taxes & fees
Oct 27 - Oct 28
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,004 reviews)
"The staff was wonderful; very polite and friendly. The Inn is convieniently located for shopping, restaurants and various events/activities."

Reviewed on Sep 25, 2024

Quality Inn
Quality Inn
Quality Inn
2.5 out of 5
170 Housatonic Street, Lee, MA
  • 28 min walk from Chesterwood
The price is $115 per night from Oct 27 to Oct 28
$115
includes taxes & fees
Oct 27 - Oct 28
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8/10 Very Good! (999 reviews)
"The floors in the bathroom were sticky and the carpet."

Reviewed on Sep 13, 2024

Quality Inn
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in South Lee

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in South Lee.

Choosing the right hotel in Massachusetts has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of South Lee’s 1,256 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $88. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% South Lee hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in South Lee. No matter your reason for visiting South Lee, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About South Lee hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in South Lee for as low as $88.

How many hotels are there in South Lee?

With over 1,256 hotels in South Lee, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $88.

How to find cheap car rentals in South Lee?

Finding a cheap car rental deal in South Lee is as easy as scoring cheap hotels in South Lee. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to South Lee now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to South Lee right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.