Downtown Lenox, Massachusetts

Discover shopping, dining, and accommodation in downtown Lenox.

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Shop Downtown Discount Card

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

Econo Lodge

130 Pittsfield Road

Lenox, Massachusetts

Hampton Inn & Suites Berkshires Lenox

445 Pittsfield Rd

Lenox, Massachusetts

WAGON WHEEL MOTEL

484 Pittsfield Road

Lenox, Massachusetts

Whistler's Inn Bed & Breakfast

5 Greenwood Street

Lenox, Massachusetts

WHEATLEIGH

11 Hawthorne Road

Lenox, Massachusetts

Yankee Inn

461 Pittsfield Rd

Lenox, Massachusetts

Kemble Inn

2 Kemble Street

Lenox, Massachusetts

Hampton Terrace B&B

91 Walker Street

Lenox, Massachusetts

Days Inn Lenox Ma

194 Pittsfield Rd

Lenox, Massachusetts

Knights Inn Lenox Ma

474 Pittsfield Rd

Lenox, Massachusetts

The Cornell Inn, Lenox

203 Main St

Lenox, Massachusetts

Howard Johnson Express Inn - Lenox

462 Pittsfield Rd

Lenox, Massachusetts

Rookwood Inn

11 Old Stockbridge Road

Lenox, Massachusetts

BLANTYRE

16 BLANTYRE ROAD

Lenox, Massachusetts

Lenox Inn

525 Pittsfield Rd

Lenox, Massachusetts

Birchwood Inn

7 Hubbard Street

Lenox, Massachusetts

Gateways Inn & Restaurant

51 Walker St

Lenox, Massachusetts

Cranwell Resort Historic Hotel

55 Lee Road

Lenox, Massachusetts

Ponds At Foxhollow

Route 7

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.

Upon check-in, slip the desk agent a tip and ask for the best room they can find at your current booked rate. Often times a quick $10 or $20 bill can go a long way towards the mood of the person who directly decides where you lay your head for the night.

Things To Do

Lenox can warm you up on a cloudy day or simply offer your daily perk by visiting your local coffee shop. Quality, purity and punch are targeted with coffee beans curated globally and locally roasted while being served fresh as it is made right in front of you. Order up!

Lenox has several options for shopping for specialty food items that are not found in regular grocery stores. Shops tailored for "foodies" offer tastings of the products as well as scheduled culinary classes to perfect your skills. Shop for infused oils, salts and spices from around the World!

Lenox has so many great reasons to shop downtown as local merchants have come together to offer a wide selection of artisan gifts and foods that you are sure to find something for everyone on your shopping list of gifts. Shopping options are plentiful and all inventory is hand selected by the shop owner and then yourself so you are sure to find something special that has your style and likes in mind.

Why Do You Love Downtown?

Alison Barlow

Charming, lovely downtown. Love the antique shops!

kelly jordan

shops and food

Deborah Berg

It's beautiful.

DIANA MUEHLHAUSEN

Whenever we travel north, we stop for a couple extra days of shopping and relaxing in Ashland Oregon. Quaint, pretty, relaxing Ashland.

Cathrine Sutton

Cute shops

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