Make a Best Holiday Cheese Board, with Cypress Grove Cheese and beautiful holiday fruits and roasted vegetables, meats, crackers, and chocolate! This post is sponsored by Cypress Grove Cheese!

taking bite of cheese board

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Hello, Friends! We’re sharing a beautiful board today, featuring Cypress Grove Cheese (from California), on a beautiful 26-inch BIG BOARD. This Best Holiday Cheese Board is perfect for fall and winter—Halloween, Thanksgiving, and Christmas!

MAKE MAGIC THIS HALLOWEEN with your change to WIN CHEESE! See details  below!

woman holding an epic holiday cheese board

We roasted the veggies (yum), and added some of our favorite cheese, the Humboldt Fog Cheese, Midnight Moon Cheese, and then we stuffed dates with the Purple Haze Goat Cheese. OH SO GOOD!

gorgeous epic cheese board

Ingredients for holiday cheese board

All you need are these ingredients, but with any cheese board, feel free to mix and match.

  • Roasted veggies (grab the details below)
  • Salami slices + prosciutto
  • Olive medley
  • Red grapes + backberries + plums
  • Blood oranges + regular orange
  • Figs
  • Olina’s Simply Seed Crackers
  • Lesley Stowe Raincoast Crisps=
  • Bello Rustico Sea Salt & Pepper Crackers’
  • Extra Dark Chocolate wedges (we buy at Trader Joe’s)

cypress cheese on holiday board

How to roast the veggies

  1. Roasted veggies are delish on a cheese board. It only takes a minute to prepare them, and pop in the oven to roast while you’re making the rest of the board.
  2. Preheat oven to 425. Arrange the roasted veggies, separated out, on a large baking sheet (parchment lined).
  3. Drizzle with oil and salt. Toss with hands to coat, and bake for 30-40 minutes, depending on size of vegetables.
  4. Garnish with thyme sprigs.

epic cheese board

Why serve a cheese board for the holidays

As most of you know, my boards have a raised edge around them to keep the food on the board. At a party, we really like to keep the food contained, lest it spill over onto the table.

This is why we designed with JK Adams a board with a raised edge, food safe, and with a unique design of undercut handles. Which are AWESOME!! This makes for very easy carrying and handling. See the video here on THE BIG BOARD.

cheese on cheese board

For this board today, it’s all about the cheese. Cypress Grove in California makes fresh and tangy cheeses, from soft-ripened signature classics to buttery aged cheeses. You can read their story, here.

They carry our favorite soft-ripened cheese. We used Humboldt Fog for this holiday board.

Fresh cheese. For this board, we used a fresh disk of Purple Haze.

Aged cheeses, like Midnight Moon.

beautiful holiday cheese board

Oh, and how do you garnish a big board like this?

Easy! Add a beautiful Anjou red pear, a small green pear, a yellow plum, and 2 red crabapples. You can visit your local specialty market (for me here in Bend, we love Newport Avenue Market), for special fruits, cheese, and more!


#SlayCheese Sweepstakes

For this #SlayCheese Sweepstakes you have two opportunities to win big and celebrate your cheese tooth over your sweet tooth.

How to Enter:

  1. Post a pic of your Halloween cheese board–whether spooky, magical or other-worldly–on Instagram with #slaycheese and tag @cypressgrovers by Nov. 1. Then you’ll be entered for a chance to win an Ultimate Cheese Board Kit ($500+ value!) including:
    • A variety of Cypress Grove Cheese
    • One $250 Visa gift card
    • One Cheese Board Deck from @ainttooproudmeg
    • A Big Board from @reluctantentertainer (me!)
    • A free virtual charcuterie board class from @modern_brie
  2. Pledge to donate Halloween candy to a charity in exchange for a Cypress Grove coupon download and a chance to win free Cypress Grove cheese for a year! ENTER at Cypress Grove.

Visit Cypress Grove for some inspiration. The Slay Cheese Sweepstakes closes on Nov 1st at 11:59 p.m. PST Must be a U.S resident and 18+ years old to enter. Sweepstakes not associated in any way with Instagram. Good luck!

More boards for the holidays:

Ham Holiday Dinner Board

Best Brunch Board

Easy Winter Charcuterie Board

Winter Burrata Charcuterie Board

I do love this holiday cheese board by my friend, Tieghan!

taking bite of cheese board
2.40 stars (5 reviews)
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Get the Recipe:

Best Holiday Cheese Board

Prep Time: 30 minutes
Cook Time: 30 minutes
Yield: 10
Print Recipe Pin Recipe Save Recipe


  • 1 pound wheel Cypress Grove Humboldt Fog Cheese
  • 1 pound wedge Cypress Grove Midnight Moon Cheese
  • 2 oz Purple Haze Goat Cheese
  • 6 Medjool dates
  • 4 oz salami slices
  • 4 oz prosciutto
  • 8 oz olive medley
  • 4 clumps red grapes
  • 6 oz blackberries
  • 4 small plums
  • 2 blood oranges
  • 1 small orange
  • 4-6 figs, cut in half (or leave whole)
  • 2 oz Olina’s Simply Seed Crackers
  • 5.3 oz Lesley Stowe Raincoast Crisps
  • 6 oz Bello Rustico Sea Salt & Pepper Crackers’
  • 3.5 oz Extra Dark Chocolate wedges

Roasted veggies

  • 1 small red onion
  • 4 carrots, cut into equal-size pieces
  • 1 medium red beet
  • 1 small yellow beet
  • 3 Tbsp olive oil
  • Kosher salt
  • Fresh thyme sprigs


  • 1 large Anjou red pear
  • 1 small green pear
  • 1 small yellow plum
  • 2 red crabapples


  • Preheat oven to 425. Arrange the roasted veggies (LIST HERE), separated out, on a large baking sheet (parchment-lined). Drizzle with oil and salt. Toss with hands to coat, Bake for 30-40 minutes, depending on size of vegetables. Garnish with thyme sprigs.
  • Place the cheese on the board. Arrange the roasted veggies on a plate. Lay down the crackers, fruit, meat, and olives. Garnish and serve!
Cuisine: American
Course: Appetizer
Did you make this recipe?Tag @reluctantentertainer on Instagram and hashtag it #reluctantentertainer!

taking a bite of epic cheese board