Downtown Chester, Virginia









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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 Chester, Virginia

Main Street of old Downtown Chester speaks to once what was and what could be once again. As Chester 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 Chester has a great collection of barber shops to choose from if you want to take a little off the top, get a clean shave or to trim your moustache or beard. Take a moment to consider buying some styling gel, beard oil or wax and always tip well.

Downtown Chester 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.

Downtown Chester brings smiles by way of doughnuts and pastries made fresh daily for your enjoyment. Everyone has their favorite of course but having a variety of bakeries is what makes downtown so special. Fritters, scones and pies oh my!

Downtown Chester 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?

Mary Ann Schlumpberger
It is just a fun place to go! Love Blind Georges' popcorn

Rebekah Nelson
I'm visiting for the first time next week and I'm considering relocating to Ashland. I've heard so many great things about it!

Christie
Downtown Salem is getting better and better - love the small businesses!

Dorothy Wilson
Unique shopping-love the atmosphere

Heather
Community, responsiblity, friends who feel like family. Every downtown has it's own culture, something not experienced in the mall or at big box stores. Merchants are the cornerstone of our local economies.

Restaurants in Chester, Virginia


Ambrosia Family Style Restaurant

11 W. Hundred Road
Downtown Chester



Antonio's Ristorante

11956 Iron Bridge Plaza
Downtown Chester



Bermuda Inn

103 East Hundred Road
Downtown Chester



Ambrosia Restaurant

11 West Hundred Road
Downtown Chester



Antonio's Restaurant

11956 Iron Bridge Plaza
Downtown Chester



Anchor Inn Restaurant

13920 Jefferson Davis Highway
Downtown Chester




Downtown Chester Hotels

Finding the best hotel in Downtown Chester 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:

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.

Ask to be placed opposite of any roadways. Road noise can be a constant source of pollution which may not be a noticeable problem during the day but reveals itself at night. Don't be afraid to request a room change to get a better sleep.

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.