Amazon Prime Day Sale: Fall & Winter Holiday Gift Guide

I like to think of this upcoming Amazon savings event as their pre Black Friday sale. As such, I try to use this sales event as an opportunity to get a head start on my holiday shopping list. Since I am that girl who starts to plan for the holidays well before October, I have created fall and winter gift guide for the upcoming Amazon Prime Day Sale.

For those who are unfamiliar with this season’s Amazon Prime Day, it is their two day fall and winter sale that is exclusive to Amazon Prime members. It will take place on October 10th and 11th. Basically, it is a really big savings event!

If you are not yet an Amazon Prime member, you can sign up HERE.

On that note, by going through my wish list and past purchases, I have curated a gift guide by gathering a few of my favourite fall and winter essentials to consider during this season’s Amazon Prime Day event.

You will find everything listed and categorized under:


this post has been updated for October 2023


Between my cousins and friends’ children, I have a handful of nieces and nephews on my holiday shopping list. I like to get these gifts taken care of first and avoid the Black Friday madness, if possible.

If not a timeless keepsake, which I usually do for a first baby gift, I try to keep holiday gifts within the book or activity category. My great auntie always did this for my brother and I and her gifts were always well loved.

Below are some of my go-to auntie gifts, that I felt were gift guide worthy, that you can find on Amazon and are hopefully on sale during the Prime Day Sale savings event for the fall and winter season.

Evergreen Toys & Activities

  1. My brother and I played Candyland SO many times when we were little
  2. Charlotte and Noah, the Cuddle & Kind dogs, will be there no matter what the season may bring
  3. Disney Classic Jigsaw Puzzle: Easy or Medium or Hard
  4. A Barbie and/or Ken doll from the Barbie movie
  5. These wooden pizza and cake play sets are just too cute
  6. I think that every child needs to try an Etch A Sketch
  7. 4 year old Jessica would’ve LOVED this Minnie & Daisy dress up doll set, while my brother would’ve been all over this foam ball trio
  8. I think it’s safe to say that the Nintendo Switch is fun for all ages. Given that my brother knows more than a thing or two about gaming, I got his confirmation that either SMB Wonder and/or EA Sports FC 24 are great new game options.
  9. Monopoly and Jenga are truly timeless family games
  10. Activity Book: Winnie The Pooh and/or Richard Scarry
  11. Recycled Disney Classic Jigsaw Puzzle: Easy or Medium
  12. These wooden building blocks and train set are storybook perfect
  13. This puzzle quad of Disney classics could potentially provide some fun family challenges
  14. I have yet to meet a child who didn’t have fun with Play-Doh (small or regular colour assortment)
  15. A tea set and stand mixer for serving air at tea time
  16. Because stickers and a slinky are great little add-on gifts

Classic Children’s Books

  1. Alice in Wonderland: illustrated and/or original
  2. A Little Golden Books Boxset of classic Disney stories
  3. Charlotte’s Web
  4. A treasury of the Madeline stories
  5. This Dr. Seuss Boxset covers the essentials and is a perfect collection starter
  6. Grimm’s Fairy Tales: illustrated and/or original
  7. Little Women: illustrated and/or original
  8. Mary Poppins: illustrated and/or original
  9. A classics collection of Curious George books
  10. One is simply never too old or young for the original Peter Rabbit or Winnie The Pooh stories
  11. Peter Pan: illustrated and/or original
  12. The Secret Garden: illustrated and/or original
  13. Mother Goose Nursery Rhymes illustrated and/or original
  14. The Wind in the Willows: illustrated and/or original
  15. The Wizard of Oz: illustrated and/or original
  16. The Boy, the Mole, the Fox and the Horse

Fall Children’s Gifts

  1. I could not, not buy my nephew this adorable book: Adventures with Barefoot Critters
  2. Hannah and Henry, the Cuddle & Kind bunnies, are ready for harvest time
  3. Autumn jigsaw puzzles to escape from a sudden temperature drop: Easy or Medium or Hard or Difficult
  4. Duck & Goose Find a Pumpkin seems like an adorable book for a first Thanksgiving and/or Halloween
  5. I may have made my dad read me Adventures in Fern Hollow over and over again when I was little
  6. Because it isn’t truly fall without mentioning the Great Pumpkin
  7. Trick or Treat with Peter Rabbit in this adorable board book
  8. Not terribly spooky jigsaw puzzles for Halloween: Medium or Hard or Difficult

Winter Children’s Gifts

  1. A Charlie Brown Christmas, aka a true modern holiday classic
  2. Stella and Hudson, the Cuddle & Kind polar bears, are all set for the snow
  3. Merry and festive jigsaw puzzles for Christmas: Medium or Hard or Difficult
  4. An adorable board book filled with a Christmas wish from Peter Rabbit
  5. Count down the 12 days of Christmas with a puzzle each day
  6. This Disney Christmas bedtime storybook is a great option if you’re looking for a first Christmas book that can be read for many Christmases to come
  7. Peter Rabbit Christmas Countdown and Disney Countdown to Christmas are lovely books to add to the December 1st countdown
  8. Olaf’s Frozen Adventure and Santa’s Workshop are fun and enchanting Little Golden Books Christmas stories
  9. This Peter Rabbit activity book is a festive little option to keep the kiddies occupied during the quieter holiday periods
  10. A bedtime story book, with Peter Rabbit and friends, to enjoy from November thru January
  11. This endearing scratch and sniff book is one of my favourite childhood Christmas books
  12. Winter jigsaw puzzles for when the weather outside is frightful: Hard or Difficult


  1. The gluten free flour that I use for most recipes
  2. Before November, I like to make sure that I have plenty of baking powder, baking soda, and vanilla extract on hand
  3. Joy of Cooking is pretty much my baking bible
  4. Grandma says that you can never have too many spatulas, therefore I need this white spatula
  5. My KitchenAid stand mixer is my ride or die kitchen bestie and is most definitely a front runner on my Amazon Prime Day Gift Guide for the fall and winter seasons
  6. Kind of loving these mini Christmas cookie cutters
  7. Part of my holiday baking plans involve me bringing out my Anna Olson’s holiday book in November
  8. I love incorporating honey into my recipes this time year
  9. Cup4Cup is my preferred gluten free flour for shortbread and sugar cookies
  10. I rarely use my extra stand mixing bowl, but come December I often find myself reaching for it on the top shelf


  1. I love my crystal nail file and confirming that it is gel nail friendly
  2. I would say that this jade gua sha is a beauty tool that is worth the hype
  3. Because satin hair scrunchies
  4. Apparently this lip mask is amazing
  5. For those who prefer a classic nail polish, these Barbie Movie pink and blush shades are fabulous
  6. My auntie bought me these tweezers almost 10 years ago and they are still my favourite
  7. I may own four of these silk pillowcases
  8. As much as I love my curling wand, I want to try this heatless hair curling set


  1. Because André Leon Talley and Anna Wintour
  2. Books that I bought with my Professional Development allowance last year: Aesthetic Intelligence, Atomic Habits , Simply Said, and Women, Work & the Art of Savoir Faire
  3. Love this Little Book collection of Dior, Chanel, and Louis Vuitton
  4. This Jane Austen collection belongs on my bookshelf
  5. I kind of need Anna Olson’s latest book
  6. If you love a white home as much as I do, then you may also love this book
  7. I absolutely devoured this period piece novel based in Paris
  8. This book does much more than unlocking the story behind Miss Dior


  1. This wrap and these gloves had me at cashmere
  2. This men’s cotton crewneck sweater is a wardrobe staple
  3. I love the idea of a simple raincoat for fall and spring
  4. SAXX boxer briefs for him
  5. These Ray-Bans are timeless
  6. I might try this T-shirt dress
  7. Loving the minimal look of this men’s Fossil watch
  8. This unlined bralette is perfect for when working from home 
  9. A blanket scarf is a fall/winter staple in my books
  10. Leather gloves for him or her
  11. Love a classic cardigan with a mini skirt
  12. This heart sweater is so adorable


  1. I think that every home deserves a Dyson Vacuum and/or an iRobot Roomba
  2. An electric kettle and/or toaster that will also add a little extra to your countertop
  3. This plaid 60×80 throw is gorgeous
  4. These large and/or medium white wire baskets are great multipurpose storage options
  5. Either of these off-white cable knit or waffle knit throw blankets would be perfect for a movie night in
  6. Your closet will love these vacuum storage bags
  7. My brother convinced me to get Google Chromecast for my living room and I’m glad that he did
  8. I don’t drink coffee, but if I did I would consider this espresso machine and/or French press
  9. This marble board and cheese knife set make an excellent charcuterie pairing
  10. Made in Germany, both of these crystal prosecco or white wine glasses have a home in my kitchen cupboard
  11. Thinking that my dad would like these whiskey glasses
  12. Stainless steel champagne stoppers for that rare occasion when you have bubbly left over
  13. This knife set is a great investment
  14. 1000 thread count Egyptian cotton duvet cover set


  1. Clear suitcase organizers for packing
  2. A packable laundry bag to throw into your suitcase
  3. Seriously, the best water bottle
  4. I’ve had this expandable carry-on since university and it comes with an amazing warranty
  5. The power adapter that you’ll want to get before going to Europe
  6. The durable, no-fuss tumbler to keep drinks hot or cold
  7. Wireless AirPods and AirTags are an absolute travel must
  8. For those who prefer to wear headphones, apparently these are amazing for cancelling out noise
  9. A portable battery charger, because you never know
  10. Take instantly developed photos with a Fujifilm Instax Mini 12 Instant Camera 


  1. My favourite double sided and wrapping paper tape
  2. Wrapping an assortment of Christmas cookies and sweets in these white boxes would make a lovely gift
  3. These metal fabric scissors make ribbon cutting a lot easier
  4. Because label makers are a game changer
  5. A simple spiral notebook for keeping track of your holiday to do list
  6. These little heart boxes would be perfect for gifting a few little holiday treats
  7. I love using white Post-It squares to keep track of gifts before I begin wrapping

To view another gift guide, beyond this month’s Amazon Prime Day sale, feel free to visit one of my seasonal roundups below: 



This post contains affiliate links. If you use these links to make a purchase, I may earn a small commission. Products that are recommended are ones that I truly love or would purchase for a dear friend.


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grab a drink as Jessica shares gluten free recipes, travel tidbits, and the little luxuries in between