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

Days Inn Lenox Ma

194 Pittsfield Rd

Lenox, Massachusetts

Whistler's Inn Bed & Breakfast

5 Greenwood Street

Lenox, Massachusetts

WHEATLEIGH

11 Hawthorne Road

Lenox, Massachusetts

Knights Inn Lenox Ma

474 Pittsfield Rd

Lenox, Massachusetts

The Cornell Inn, Lenox

203 Main St

Lenox, Massachusetts

Hampton Inn & Suites Berkshires Lenox

445 Pittsfield Rd

Lenox, Massachusetts

Birchwood Inn

7 Hubbard Street

Lenox, Massachusetts

Lenox Inn

525 Pittsfield Rd

Lenox, Massachusetts

Gateways Inn & Restaurant

51 Walker St

Lenox, Massachusetts

BLANTYRE

16 BLANTYRE ROAD

Lenox, Massachusetts

Howard Johnson Express Inn - Lenox

462 Pittsfield Rd

Lenox, Massachusetts

Econo Lodge

130 Pittsfield Road

Lenox, Massachusetts

Ponds At Foxhollow

Route 7

Lenox, Massachusetts

Kemble Inn

2 Kemble Street

Lenox, Massachusetts

Hampton Terrace B&B

91 Walker Street

Lenox, Massachusetts

Yankee Inn

461 Pittsfield Rd

Lenox, Massachusetts

WAGON WHEEL MOTEL

484 Pittsfield Road

Lenox, Massachusetts

Cranwell Resort Historic Hotel

55 Lee Road

Lenox, Massachusetts

Rookwood Inn

11 Old Stockbridge Road

Lenox, Massachusetts

Hotel Tips

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.

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.

Ask to be shown a room before you check-in which signals the front desk agent to show the best room available to sell it right away. This can put you in the best room available at that time and gives you the ability to check for cleanliness, smells and sounds before transacting with the hotel.

Things To Do

Lenox shopping is better than online shopping so that you can touch, feel, smell and taste as an experience with an item before deciding to purchase it for yourself or as a gift. Local merchants have hand selected their inventory to provide a unique selection for your downtown.

Lenox is the place to go when you want to freshen up or replace your nails. Call ahead to schedule an appointment, pick your colors and style and let the transformation begin. Some salons offer hair styling and coloring as well as lashes and eyebrow coloring.

Lenox gives several options to find the right piece of art as it takes time and a diligent effort to get just the right piece. Shopping for art downtown is the best way to locate your next purchase.

Why Do You Love Downtown?

Dianna Branden

I love the quaint little boutiques.

kelly jordan

shops and food

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

Debbie Kimpel

We are coming in August to visit . My husband is related to Esther, the town was named after. We would like to visit some Historial areas there and also visit the downtown area as well.

Brandon Trujillo

Great Food

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