Downtown Windham, New York

Discover shopping, dining, and accommodation in downtown Windham.

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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

WINWOOD INN

5220 Route 23

Windham, New York

Beds on Clouds

5320 Main Street State Route 23

Windham, New York

ALBERGO ALLEGRIA BE

43 State Route 296

Windham, New York

Hotel Tips

Elevators are notorious for being a nuisance so ask to be roomed on the top floor and as far away as possible. Most hotels book nearby rooms last so hopefully they have availability elsewhere.

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.

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.

Things To Do

Windham visitors are always welcome and you will receive exceptional service from local merchant-owners as opposed to staff at the big box retailers. We take the extra time to make sure that you how to make best use of your purchase and that you get exactly what you need.

Windham makes shopping for wine and other spirits easy by bringing an incredible collection sourced from local, regional well-known producers from around the World. Hit the wine tasting events and stock up on your favorite choice to be shipped home for your convenience.

Windham 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!

Why Do You Love Downtown?

Mike Adamski

Love shopping for unique finds and supporting local shops!

Jennifer Wagner

First time downtown!

carl barbieri

were there on business at least 7 times a year ,We just love downtown medford

Rita

Maureen is there

Erin Lawless

The shops and bakery make it an appealing destination for people who want to keep small businesses going by enjoying those shops as well

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