Downtown Lenox, Massachusetts
Discover shopping, dining, and accommodation in downtown Lenox.
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ShopDowntown.org Discount Card Program
The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.
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Hotels
Kemble Inn
2 Kemble Street
Lenox, Massachusetts
The Cornell Inn, Lenox
203 Main St
Lenox, Massachusetts
Rookwood Inn
11 Old Stockbridge Road
Lenox, Massachusetts
Whistler's Inn Bed & Breakfast
5 Greenwood Street
Lenox, Massachusetts
Yankee Inn
461 Pittsfield Rd
Lenox, Massachusetts
Days Inn Lenox Ma
194 Pittsfield Rd
Lenox, Massachusetts
Hampton Inn & Suites Berkshires Lenox
445 Pittsfield Rd
Lenox, Massachusetts
Howard Johnson Express Inn - Lenox
462 Pittsfield Rd
Lenox, Massachusetts
WAGON WHEEL MOTEL
484 Pittsfield Road
Lenox, Massachusetts
WHEATLEIGH
11 Hawthorne Road
Lenox, Massachusetts
Lenox Inn
525 Pittsfield Rd
Lenox, Massachusetts
Ponds At Foxhollow
Route 7
Lenox, Massachusetts
Cranwell Resort Historic Hotel
55 Lee Road
Lenox, Massachusetts
Gateways Inn & Restaurant
51 Walker St
Lenox, Massachusetts
Econo Lodge
130 Pittsfield Road
Lenox, Massachusetts
Birchwood Inn
7 Hubbard Street
Lenox, Massachusetts
Hampton Terrace B&B
91 Walker Street
Lenox, Massachusetts
BLANTYRE
16 BLANTYRE ROAD
Lenox, Massachusetts
Knights Inn Lenox Ma
474 Pittsfield Rd
Lenox, Massachusetts
Hotel Tips
Always tip staff when you feel the service was great and don't forget the housekeeping staff which you may never see. You should tip every day if you are staying multiple days as the staff may rotate out and miss the bounty at the end.
Always find a reason to email the front desk manager in hotels that you plan to visit again. Tell them what they did right and express your plans to stay again and ask what opportunities there might be for frequent discounts or upgrades on your next visits. If you become friends with the manager, you just might get the friends and family rate some day.
Most hotel offer a complimentary breakfast bar or even a full cafe meal with your choice of a full menu. Keep in mind that some offer nothing at all so it is a good idea to pack a few packets of instant oatmeal for a quick and easy meal before you head out for the day.
Things To Do
Lenox is the place to plan your wedding. You'll be spending a lot of time downtown as there are so many wonderful shops to find invitations, photographers, bakers, caterers and jewelers. Planning your wedding will be a breeze with so much support from local merchants to make a perfect and memorable day.
Lenox has a great collection of barber shops to choose from if you want to take a little off the top, get a clean shave or to trim your moustache or beard. Take a moment to consider buying some styling gel, beard oil or wax and always tip well.
Lenox has that special dining venue and you are sure to find something to please with numerous meals served to satisfy each palette. A wide variety of restaurants and delis are available to choose from with a nice selection of entrees and especially desserts.
Why Do You Love Downtown?
Daniel E Swanson
The Downtown area stores are friendlier and have comparable pricing as the bigger stores. The only problem is parking and the distance you may have to walk to do your shopping.
Dora keltner
Quaint, small town friendly atmosphere.
Manuel Del Jesus RamosVasconcelos
Nice Beat
Kathleen Zimmerman
I get the best of both worlds of big city living and upper peninsula awareness.
carl barbieri
were there on business at least 7 times a year ,We just love downtown medford
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The American Cancer Society does not endorse any product or service.


