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

Whistler's Inn Bed & Breakfast

5 Greenwood Street

Lenox, Massachusetts

Lenox Inn

525 Pittsfield Rd

Lenox, Massachusetts

Howard Johnson Express Inn - Lenox

462 Pittsfield Rd

Lenox, Massachusetts

Hampton Inn & Suites Berkshires Lenox

445 Pittsfield Rd

Lenox, Massachusetts

Yankee Inn

461 Pittsfield Rd

Lenox, Massachusetts

Knights Inn Lenox Ma

474 Pittsfield Rd

Lenox, Massachusetts

Days Inn Lenox Ma

194 Pittsfield Rd

Lenox, Massachusetts

Birchwood Inn

7 Hubbard Street

Lenox, Massachusetts

Kemble Inn

2 Kemble Street

Lenox, Massachusetts

Econo Lodge

130 Pittsfield Road

Lenox, Massachusetts

WAGON WHEEL MOTEL

484 Pittsfield Road

Lenox, Massachusetts

Cranwell Resort Historic Hotel

55 Lee Road

Lenox, Massachusetts

The Cornell Inn, Lenox

203 Main St

Lenox, Massachusetts

Hampton Terrace B&B

91 Walker Street

Lenox, Massachusetts

WHEATLEIGH

11 Hawthorne Road

Lenox, Massachusetts

Gateways Inn & Restaurant

51 Walker St

Lenox, Massachusetts

Rookwood Inn

11 Old Stockbridge Road

Lenox, Massachusetts

Ponds At Foxhollow

Route 7

Lenox, Massachusetts

BLANTYRE

16 BLANTYRE ROAD

Lenox, Massachusetts

Hotel Tips

Not all online booking systems are fully integrated with hotel reservations systems so there is a chance that smaller hotels are hand entering your stay from a fax machine which leaves room for errors. Book directly with hotel to avoid any problems and ask for a price match if you find a better price online.

Always announce during booking if the trip is for a special event, anniversary or reunion. Group rates can be pre-negotiated and you may qualify for a lower cost and better upgrades for your stay. If you are the one setting up the event, always work directly with the front desk manager to make sure the best service is offered to your party.

Bring an actual credit card to avoid deposits and pre-authorizations consuming money in your checking account which will reduce your available balance. Hotels that accept paper cash often ask for a hefty deposit to cover potential damages in your room leaving you scrambling to find an ATM.

Things To Do

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.

Lenox micro breweries have popped up in downtown corridors to quench the thirst of local or traveller whos is looking for a one-of-a-kind experience for suds brewed on site. If you are looking for a light beer or something randy and dark, you are sure to find a wide assortment of options to choose from.

Lenox brings a custom fit every time a shoe is bought locally. Nothing beats the hands on experience of shoe shopping to add to your collection of Men's, Women's and Children's shoes. Try them on, walk around and make sure you have the best fit as every manufacturer is a bit different on sizing.

Why Do You Love Downtown?

Paul

I just love the small town vibe.

Bob Puthoff

I'm sending some clients there this Summer and want to get them a discount card to shop. Thanks!

Don Nguyen

Am new to Cedar Park from California, would like to get a discount card and begin exploring Cedar Park.

Dianna Branden

I love the quaint little boutiques.

Shari

the scenery, the people, love the activities that go on, even on holidays Ashland is the best to be in, the adventures and animals you can see on a daily bases, and most of all, kid friendly

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