Downtown Chatham, Massachusetts

Discover shopping, dining, and accommodation in downtown Chatham.

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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

Chatham Bars Inn

297 Shore Rd

Chatham, Massachusetts

The Chatham Motel

1487 Main Street

Chatham, Massachusetts

CHATHAM WAYSIDE INN

512 main street

chatham, Massachusetts

Chatham Gables Inn

364 Old Harbor Rd.

Chatham, Massachusetts

Queen Anne Inn

70 Queen Anne Rd

Chatham, Massachusetts

Chatham Highlander Motel

946 Main St

Chatham, Massachusetts

BRADFORD INN OF CHATHAM

26 cross street

Chatham, Massachusetts

Old Harbor Inn

22 Old Harbor Rd

Chatham, Massachusetts

Hotel Tips

Most hotel offer a complimentary breakfast bar or even a full cafe meal with your choice of a full menu. Keep in mind that some offer nothing at all so it is a good idea to pack a few packets of instant oatmeal for a quick and easy meal before you head out for the 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.

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.

Things To Do

Chatham 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.

Chatham is a great place to rent a bike and take it for a ride around downtown. There are many bike shops that sell bike and accessories as well as provide service and tuning on your ride. Don't forget your helmet and other protective gear such as reflective gear, headlight and horn.

Chatham 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.

Why Do You Love Downtown?

Taree Hines

Historic

Catherine Payne

Great vibe! Low key. Feels like old time Hawaii.

Sharon Wright

I like the idea of downtown merchants being more visible and that they are locally owned and operated. It's great to see what's available downtown and I look forward to the discounts as well. Being a history buff, I love see the architecture as it was back in the day which is lost in modern buildings. Downtown is charming, inviting and quaint!

Kara Braud

Beautiful place!

Laurie MvNamara

Love all the shopping and beautiful place to be!

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