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    Cape Cod Halloween and Harvest Events

    Updated for 2018!

    If you ask a local, 9 times out of 10 they will tell you that the fall is the best time of year. The weather is still mild and warm and the bulk of seasonal businesses are still open before closing up shop for the long winter. In addition to these perks you can also find plenty of fun festivals celebrating this time of year and Halloween. Here is our list of Cape Cod Halloween and harvest events to enjoy on Cape Cod.

    Cape-Cod-Halloween-and-Harvest-Events

    Halloween Candy Showdown

    Location: Brewster Ladies Library (Brewster)

    Date & Time: October 20th 2pm – 3pm

    Website

    Cost: Free

    Details about this Event: No tricks, just treats at this Cape Cod Halloween and Harvest Events! The Halloween Candy Showdown at the Brewster Ladies Library is fun for everyone! All ages are invited to sample different types of Halloween Candy and vote on what is their favorite.

    Oktoberfest Chatham

    Oktoberfest Chatham

    Location: Kate Gould Park, downtown Chatham

    Date & Time: October 20th 10:30am – 4:30pm

    Website

    Cost: Free admission but there are food and assorted vendors with items for sale

    Details about this Event: The Chatham Oktoberfest is sponsored by the Chatham Merchants Association and held at Kate Gould Park. There will be a beer trailer, food trucks and a variety of games for all ages to enjoy. Professional performers and musicians will liven up the party and keep it going into the early evening. Check out the Pumpkin People in the Park, which will be on display during this popular Chatham event.

    Dennis Tomato Picking

    Pick Your Own Tomatoes

    Location: CapeAbilities Farm (Dennis)

    Date & Time: October 20th 10am – 4pm

    Website

    Cost: Free (Tomatoes are $2.75/lb instead of the usual $3.99/lb)

    Details about this Event: This event is very popular, so the CapeAbilities Farm is requiring those that are going to attend to make a reservation. Reserve one free ticket per carload because the parking can be congested. This is the perfect time to load up on tomatoes so you can make your sauces and salsas for the season.

    Wellfleet Enchanted Forest

    The Enchanted Forest

    Location: Long Pasture Wildlife Sanctuary (Wellfleet)

    Date & Time: October 26th 5:30pm – 9:30pm

    Website

    Cost: $12 adults / $9 children ($10 adult members / $7 child member)

    Details about this Event: For a night of not so scary Halloween fun, check out the Enchanted forest where a guide leads you through a trail lit by lanterns. Throughout the journey you will encounter a variety of creatures. This event is appropriate for children aged 3 and up. This is a fun Cape Cod Halloween and Harvest Events for everyone to enjoy which takes place in a beautiful setting.

    Brewster Trunk or Treat

    Trunk or Treat at Brewster Baptist Church

    Location: Brewster Baptist Church (Brewster)

    Date & Time: October 27th 12:30pm – 2:30pm

    Website

    Cost: Free

    Details about this Event: The Brewster Fire Department will make an appearance at this family friendly Trunk or Treat. Cars will be decorated and there is a playground for the kids to enjoy during this Cape Cod Halloween and Harvest events.

    Orleans Halloween Sidewalk Stroll

    Orleans Halloween Sidewalk Stroll

    Location: Orleans

    Date & Time: October 27 2:30pm – 4:30pm

    Website

    Cost: Free

    Details about this Event: The annual Orleans Halloween Sidewalk Stroll starts downtown Orleans (from 2:30 – 3:30pm), and then East Orleans (from 3:30-4:30pm). Children dress in their Halloween costumes and visit the merchants in downtown and East Orleans who will pass out candy and goodies. Local businesses participating in this stroll will be listed on a map, but it is usually easy to spot the locations that are involved in this event which is expected to bring 400 children to town.

    Barnstable Halloween Parade

    2018 Barnstable Halloween Parade

    Location: Barnstable County Courthouse Complex

    Date & Time: October 27th 4pm – 6pm

    Website

    Cost: Free

    Details about this Event: At 4pm, gather on the lawn of the Barnstable County Courthouse to line up for the Halloween Parade that travels around the complex. After the parade, there will be a trunk or treat for kids to participate in.

    Cape-Cod-Halloween-and-Harvest-Events

    Wicked Cool Autumn Welcome & Science Café

    Location: Camp Greenough (Yamouthport)

    Date & Time: October 27th 1pm – 5pm

    Website

    Cost: $15/child

    Details about this Event: Tickets are $15 per child, and all children are required to attend with an adult. There are a variety of autumn activities that are fun and interesting for the whole family. The entrance fee includes materials used in the activities. Some activities include archery, pumpkin carving and building a wooden project.

    Cape-Cod-Halloween-and-Harvest-Events

    12th Annual Trunk or Treat Festival

    Location: Wellfleet Drive-In Cinema parking lot (Route 6, Wellfleet)

    Date & Time: October 31 4pm – 7pm

    Website

    Cost: Free

    Details about this Event: Admission is free, and included in your admission is a free hot dog and cider! This trunk or treat is open to families from the towns of Truro, Wellfleet, Eastham and Orleans. What is a trunk or treat? It is the opportunity for kids to safely trick or treat walking from car to car, collecting candy and goodies. Each trunk is decorated festively, making it fun for the whole family.

    Cape-Cod-Halloween-and-Harvest-Events

    Halloween Safe Trick or Treat

    Location: Main Street Hyannis

    Date & Time: October 31st 4pm

    Website

    Cost: Free

    Details about this Event: Main Street in Hyannis is closed for the evening and opens up to trick or treaters to visit businesses up and down the road to do some safe trick or treating. 

    Cape-Cod-Halloween-and-Harvest-Events

    Chatham Turkey Trot

    Location: Downtown Chatham behind the parking lot of the Chatham Orpheum Theater

    Date & Time: November 22 Registration starts at 7am / Race begins at 8am

    Website

    Cost: Adults: $20 plus a bag of non-perishable grocery items / Ages 12 and under: $5 plus two grocery items

    Details about this Event: All the money and food that is collected at the Chatham Turkey Trot goes toward the Lower Cape Outreach Council. You can register for the Chatham Turkey Trot ahead of time, or on the day of the event.

    Cape-Cod-Halloween-and-Harvest-Events

    Cape Cod Halloween and Harvest Events

    Before the weather gets too cold, take advantage of the many Cape Cod Halloween Harvest Events that are taking place over the next couples weeks.

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