Downtown Cheshire, Connecticut









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Shop Downtown Discount Card

Discounts For Customers - Support Local Businesses - Fight Cancer

When you purchase a Shop Downtown Discount Card for $10, you help support your neighbors, local economy and the American Cancer Society's mission to save lives, celebrate lives and lead the fight for a world without cancer. You also ensure great savings on a variety of products and services every time you patronize a participating member. It's a win/win situation.

Shop Downtown will contribute 100% of the sale price of each discount card sold through December 31, 2021, to American Cancer Society Relay For Life. The American Cancer Society does not endorse any product or service.









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Things to do in Cheshire, Connecticut

Main Street of old Downtown Cheshire speaks to once what was and what could be once again. As Cheshire the community gathers, it leaves a pocket of opportunity for small business owners to come in and set up shop.Take a few minutes to explore what each downtown has to offer by viewing our directory below.

Downtown Cheshire hosts several events per year for your listening enjoyment but visit your piano shop to learn how to play and possibly purchase your grand, upright or digital piano. Don't forget the specialty work involved such as tuning and moving which are performed by skilled technicians.

Downtown Cheshire 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!

Downtown Cheshire 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!

Downtown Cheshire helps you expand your skills and learn some new ways to expand your artisan flare? Sign up for classes at your kitchen supply store, yarn shop, art and craft shop and photo gallery. You'll be having great fun with your new friends as you you take on that next project.

Why do you love downtown?

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

Roberta Gomes
it's so quaint!

Carrie Homier
6 women looking to explore the area. We will be there Feb. 18th. Whatever you can do to open our wallets easier and more economical would be much appreciated and fun! Thank you.

Dawnmarie Hatfield
We love supporting local businesses wherever we visit.

Kathleen Zimmerman
I get the best of both worlds of big city living and upper peninsula awareness.

Restaurants in Cheshire, Connecticut


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1721 Highland Avenue
Downtown Cheshire




Downtown Cheshire Hotels

Finding the best hotel in Downtown Cheshire can make or break the experience of your entire trip. Take a few minutes to explore what each hotel has to offer by viewing our directory below. Here are some tips to consider:

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.

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.

Other sources of noise can be opening and closing trash dumpsters and also during collection by garbage trucks. Another great question is if they have any renovation plans, or underway that could affect your ability to relax. Pack earplugs and eyeshades!