How to Pack for a Fall Weekend Getaway

Wondering how to pack for a fall weekend getaway?

Fall has been a busy season, with each weekend holding plans for family activities or projects around the house. Amidst all the chaos, my husband and I like to make time for a fall weekend getaway. This fall we are preparing for a new baby so our trips have been put on the back burner. However, I have packed for many New England fall trips.

*Original post written 10/2018 – minor changes made including up-to-date fall fashion, affiliate links, and more tips for packing for a fall trip.

We celebrated our ninth wedding anniversary in Falmouth, Cape Cod and Nantucket, two beautiful locations in New England on our bucket list. I prepared for this trip for a week, laying outfits out on the bed, and then finally packing everything the morning of our trip. I’m excited to share with you what to pack for a fall weekend getaway.

Thank you Lo and Sons for the Catalina Bag. It fits EVERYTHING (and a little more) you need for a weekend getaway!

LAYERS are a Travel Essential during the Fall

The temperatures here in New England are exactly what fall is about – brisk and inconsistent. Checking the weather forecast before a big trip is necessary, but I like to be prepared for all weather and temperatures. Instead of bringing a variety of outfits, layering is the best way to dress when the mornings are cool and the afternoons are warm during the fall.

A sweater blazer, puffer vest, loose fitting sweater, cape scarf, jean jacket or city coat are all ideal items to bring along on a trip during the fall. A sherpa or fleece pullover, leggings or tights, and a tunic sweater are easy to layer as well. My favorite fisherman cardigan, fisherman tunic, and Dudley Stephens fleeces are fall wardrobe must haves.

When considering what to pack for a fall vacation, always leave room for shoes!

Riding boots, loafers, white sneakers and a pair of booties came along with me on our trip. I packed camp socks, a pair of tights, and knee high boot socks to layer under my shoes. One big regret: leaving my LL Bean Duck Boots at home, especially since it was very cold watching the sun come up on Nantucket.

Pay attention to the weather

Going on a date night during the fall can be tricky. The temperatures may drop drastically while you’re eating dinner. If you are walking from place to place at night, you want to look cute while staying warm. I almost left some important accessories reserved for winter at home.

If you’re traveling around New England during the fall, pack a pair of gloves, a hat and a scarf! A pair of fingerless mittens, fur infinity scarf, and winter hats are cute accessories for a cool evening. This is a great brand for knitwear and this is a great brand for fall hats.

The Ultimate Packing List for a Fall Weekend Trip

• Weekender Bag
• 1 pair of comfortable wear all-day-long shoes (sneakers, rain boots, bean boots, etc)
• 1 pair of dressy boots or heels
• 1 pair of comfortable multi-use pants (jeans or leggings)
• 1-2 tops – casual and fancy (for dinner)
• 1-2 dinner outfits (skirt + sweater, dress, jeans + top)
• 2-3 pairs of undergarments
• 2 pairs of socks
• 1-2 pairs of pajamas
• 1 jacket (if casual, also pack a more formal jacket for evening)

Check out my fall style during my fall weekend trips here:

A Fall Family Vacation to Martha’s Vineyard, A Romantic Fall Getaway to Cape Cod, A Guide to Exploring Vermont in the Fall with Joules,

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