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Charlestown Holiday Ramble 2022 this Friday and Saturday


The very successful Charlestown Holiday Ramble is back this year and it's grown to include more businesses and locations. This year's Holiday Ramble will be held on Friday December 2nd from 5-9 pm and Saturday December 3rd from 10 am-4 pm mostly on or around the Old Post Road in Charlestown, Rhode Island.


The Ramble is a holiday event showcasing some of Charlestown’s local and small businesses. It's a festive and fun way to get all your shopping done while participating in a ton of holiday festivities.


Many businesses will be open with special events and offerings and some locations will host multiple tables so smaller businesses and individuals can show their wares.


Lots of information is provided on the Charlestown RI Holiday Ramble Facebook page but read on for an essential overview.


A free trolley will be running from Town Hall as part of the Christmas Spectacular Friday night only. The blue trolley will leave town hall shortly after the tree is lit, sometime between 6:00 and 6:30 pm. Space on the trolley is available on a first come, first serve basis so plan on parking your car at the lighting and be ready to get onto the trolley as soon as the tree is lit. This blue trolley will stop at all participating ramble merchants for approximately 15 minutes each. Stay with this trolley to get back to town hall at 9 pm. If you didn’t have enough time to shop during each stop, head back on Saturday to spend more time at your favorite locations.


A second free white trolley will run a continuous loop of Ramble businesses on Friday night only, starting at the General Stanton inn at 5 pm. You can park your car in the General’s Market area and get on the trolley there. You can get off at each stop and get back on it during its next loop. This will give you plenty of time to get your shopping done and not have to worry about the trolley waiting for you. It will be making the loop from 5pm until 9pm where it will return to the General Stanton Inn. If you are on the white trolley, don’t get on the blue one and visa versa.


Of course, you are welcome to take your own transportation to each location. There will be parking at all locations and they are all excited to see you!


Make sure you fill out a raffle ticket at each location you visit. The more places you visit, the more chances you will have at winning some great gifts from local merchants, vendors and crafters.


A map follows and more details are below that. A printable version of the map is here.


The Rhode Warrior Gym will be hosting multiple vendor tables and also serving food and refreshments on Friday night only. More here.


The St. James Church, 2079 Matunuck Schoolhouse Road, will be hosting multiple vendors on Saturday 12/3 from 10-3. There will be artists, jewelry, women’s winter apparel, ornaments, holiday gift baskets filled with imported Italian goodies, books and so much more. More info here, here, here, here, here, here,


Charlestown Wine & Spirits and the Charlestown Early Learning Center will also be hosting multiple vendors Friday and Saturday. More here, here, here, here, here,


Some local restaurants will be getting in on the holiday spirit too offering specials during the Ramble.

  • Stop by the Breachway Grill for some goodies.

  • The Cove Restaurant will take $5 off your bill if you bring in a canned good for RICAN.

  • The General Stanton Inn will have some appetizer and drink specials and you won’t want to miss seeing how beautifully they decorated this historical building for the holidays (It has been said that George Washington passed through The General Stanton Inn back in the day), and

  • The Beach Rose Cafe will be treating you to some of their fish chowder an Friday night and more treats on Saturday. On both days they will have live holiday music (stop in and maybe even sing along) and will be hosting some fun vendors as well.

The Charlestown Historical Society will have the archive and the schoolhouse at 4417B Old Post Road open until 8 pm Friday night. Stop in for a tour and to learn about Charlestown’s history all while enjoying some holiday treats.


The following businesses will be participating on both Friday And Saturday offering all kinds of specials, raffles, and more. Be sure to stop in at each location during this 2 day event. They have lots of great stuff to offer.

Mills Creek Market

A Shore Thing

Rustic Rose

Phil and Ann’s Motel

Breachway Bait and Tackle - more info here, here

The Butternut Shop

The Nautical Ship

Jennifer’s Salon (Friday night only)

Books on the Pond, more

Rippy’s Liquor and Marketplace (on South County Trail)

The Rathskeller (on Old Coach Road)

Compass Hardware will be participating on Saturday offering specials.


Remember to follow The Charlestown RI Holiday Ramble Facebook page for updates.


The Charlestown RI Holiday Ramble is sponsored by the Charlestown Economic Improvement Commission and the Charlestown Chamber of Commerce.

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