When you shop local in downtown Port Orchard, you support small businesses and capture the spirit of the season with your gift giving. Take the time to enjoy the festive holiday decorations that light up Bay Street.  This will be the fifth year Bay Street is lined with trees decorated by sponsoring businesses or individuals. The City of Port Orchard is coordinating the trees, placing them in all of the large flower pots that line the sidewalks downtown. The cost to sponsor and decorate a tree is $55 and trees can be reserved at City Hall. Decorations can promote a business or service club, or just provide a creative outlet for a family.  Awards will be given by judges at the end of November and there is a People’s Choice award.  Everyone is invited to Bay Street to vote for their favorite tree from mid-November to December 28th. Drop your ballot with a participating merchant or leave it at the Port Orchard Market to be counted. POBSA will announce the People’s Choice tree winner as well as draw from the entries for the winner of a nice prize.
Enjoy wandering in and out of the numerous small shops, each with a unique inventory of those one-of-a-kind gifts that are wonderful to receive, but arguably even more fun to give. Looking for a Sasquatch bottle opener or a glass jar filled with fresh salt water taffy? Both can be found on Bay Street and both make terrific gifts. A bottle of that hard to find IPA or a pair of knitted fingerless gloves? Bay Street. A Fenton glass fairy light or the perfect transfer ware turkey platter for your Thanksgiving hosts? A piece of art or a handcrafted item? You guessed it, all can be found in downtown Port Orchard.  
While you can easily spend an entire day in the shops, don’t forget to stop for refreshments at one of the many independent restaurants (no chains here!) that can be found downtown. Stop for a holiday cocktail with friends. From authentic wood-fired pizza to delicious green curry to a fresh and crunchy Waldorf salad to a melt in your mouth prime rib, there is something to satisfy every appetite.
From lighting up downtown Port Orchard, to decorating trees on Bay Street to Small Business Saturday on November 26 to the Festival of Chimes and Lights on December 3rd to Don’t Panic Shopping (December 17-18), numerous galas, performances, classes and customer appreciation events, downtown Port Orchard has something for everyone during “Holiday on the Bay.”

Holiday Events in Downtown Port Orchard

Thanksgiving 5K Run/Walk

Kitsap House– Thanksgiving Thursday November 24th 5K Run/Walk 8:30 am Cedar Heights Middle School.  New and gently used toys for Young Lives is your “ticket” to walk/run.  Afterwards, there will be some warm cinnamon rolls and drinks afterwards at 703 Kitsap St while we watch the Macy’s Thanksgiving Day parade.


Coloring Contest

The Port Orchard Bay Street Association is hosting a coloring contest for all age groups. Pick up the coloring page at participating merchants or from the Port Orchard Library and turn it in by the end of the year. Prizes awarded.

Black Friday Specials at the Lego Store - Brick Ally

Black Friday specials from November 21 through November 27, 9:30 am to 6 pm, at Brick Ally, 818 Bay Street.

20% Discount for the month of November

Victorian Hippie Chic, 810 Bay Street, is offering a 20% discount during the month of November.

Port Orchard Market

There is so much going on at the Port Orchard Market, 715 Bay Street

Thankful Board- come write what you are thankful for on the chalkboard at the PO Market starting Friday November 25th

Mega Chess at the Market starting Friday November 25th through December 11th

Senior Giving Tree-Monday November 28th through December 15th: Bring unwrapped gifts for seniors/elderly

Gingerbread House Contest and Display-Accepting Gingerbread creations starting December 5th through December 15th. People’s Choice judging December 10th through December 23rd.

SANTA at the Market- visits with Santa Saturday December 17th and Sunday December 18th 12:30-3pm. Come visit Santa in his sleigh and bring your camera

Free Gift Wrapping by POBSA at the PO Market Saturday and Sunday December 17th and 18th with local leaders and celebs doing the wrapping. (Don’t Panic Shopping)

Discounts all November and December

At Crow’s Curiosities, 140 Harrison Avenue, you receive a 15% discount off of purchases of $70 or more (excluding specimans and sale items)

Shop Small Saturday/FriendsGiving

The Port Orchard Bay Street Association is celebrating Shop Small Saturday on November 26 with “FriendsGiving”. Bring your family and friends to downtown Port Orchard for specials, discounts, giveaways, and events.

Santa Pictures at Irene's Photos and Design

Santa will be available for pictures at Irene’s Photos and Design. Price $5.00. 839 Bay Street Port Orchard.

Friday, December 2nd 5-8pm

Sunday December 4th 4-7pm

Friday December 9th 5-8pm

Friday December 17th 5-8pm


The Local Pop Up Market at Revival

Join talented local makers at Revival, 702 Bay Street 

Revival – The Local Pop Up Market, Sunday November 20th

Sunday December 4th

Sunday December 18th 

10 am to 4 pm

Holiday Special with Western Washington for the Arts

Make reservations and go see the Holiday Special at Western Washington for the Arts.  November 25th through December 18th tickets at

Everything is More Fun With Friends

At iGi Fitness, 1341 Bay Street Unit B,
everything is more fun with friends!! This Black Friday can give you a head start on your 2023 wellness goals by offering you fun effective fitness at 1/2 price. Sign up with a friend for your iGi Fitness membership between Nov 25 and Dec 5th, and you both get two months at 50% off. This applies to both our Group Class membership and our Personal Training membership. Come try some classes for free and meet our amazing community!

Hollywood & Vine Dance Studio

Black Friday Special! On November 25 and 26, take advantage of this great deal. Use this link to get 15% off one month tuition! Can be used for new or existing students. Making the total $93.50 + tax. Offer expires on 11/26/22.
Valid for any class tuition after 1/1/23.

The Mattress Store

Get ready for the best sleep! Mattress Store, 690 Bethel Ave, has Black Friday sales up to 60% off and starting December 10 until January 10 is offering Free Sheets/Pillow/Mattress Protector with any purchase over $699.00. Check out their great selection of mattresses!

Festival of Chimes and Lights

Festival of Chimes & Lights – SEE full day schedule.

Saturday December 3rd

Holiday Pooch & Purr  Pet Parade 4:30-5pm check in at Kitsap Bank Drive Thru

Tree Lighting and Chimes 5:20pm

Parade and Santa arrival 5:35

Santa Visits at Waterfront Park 6-7:30pm

Christmas Lane Lighted Boat Contest 5-8pm

Port Orchard Marina Christmas Lane

December 2-4, is Port Orchard Marina’s annual Christmas Lane! Boaters enjoy free guest moorage for the weekend if they commit to decorating their vessels – the result of which is truly stunning. Port Orchard Marina has already been busy decorating for the holiday season, so make sure you don’t miss out on this opportunity to enjoy a beautiful holiday scene.
December 3 – the Port Orchard Marina Office will be open from 5-7 pm during the Festival of Chimes & Lights for an “open office”. Stop in, get warm and have some nice refreshments.

Ornament Making at Hippie Witch Skincare

Ornament Making

Friday December 2nd 5:30pm

December 7th 5:30pm

Join Hippie Witch Skincare, 812 Bay Street,  for a fun Yuletide craft night where we will join together to make ornaments out of natural materials like cinnamon, pine, dried oranges, cranberries and jute. Light refreshments will be provided. Reservations required. Purchase your tickets here

Cost $30

Saints and Sinners at Holy Water - A Heavenly Lounge

Holy Water – A Heavenly Lounge – is hosting its first Saint & Sinners’ Holiday Extravaganza on Sunday December 4 from 11-4pm! Featuring a few local vendors & artists from the Kitsap area ~ how special! The event is 21+ with no admission fee, so stop on by! This is our first show & we’re excited to have it!

Handmade with Love - Classes for the Holiday Season

Handmade with Love, 740 Bay Street, is offering a series of crafty classes for the Holiday Season. 

Holiday Card Making – November 29 – 5:30 – 7:30 pm Cost $35.

 Paper Christmas Tree Decor Class – December 10 – 10 am or 1 pm – Cost $30.

Quilting Classes – November 27, December 17 and December 21. Each class $20.

Wood Gnome – December 3. Cost $20

Reserve your spot while there is still room available.


Don't Panic Shopping - We have something for everyone!

We have something for everyone in downtown Port Orchard. And if you haven’t quite finished your shopping, come on December 17 and 18, find the perfect gift, and bring it home wrapped and ready to put under the tree. Free Gift Wrapping from noon to 5 pm both days at the Port Orchard Public Market. This year we have celebrity wrappers, so be sure to stop in.

Support Local Art and Artists at the Sidney Art Gallery

Sidney Art Gallery, 202 Sidney Avenue, represents local and regional artists. Come see the Christmas show with wonderful original artwork and unique gifts at affordable prices. Ornaments, Pottery, Wearables and more! Open House during the Festival of Chimes and Lights, Saturday, December 3, 10 am to 7 pm. 

Paint and Sip at Peninsula BevCo

Monday December 12th at 6pm Peninsula BevCo, 110 Harrison, will be hosting an exciting Christmas Paint n Sip with Paint Parties by Beth
$45 gets you all the supplies, step by step instructions from some amazing people, a drink of your choice, and an awesome Christmas present to take home and wrap for a loved one!🎁
Message us today for reservations!

Wine Dinner at the Bay Street Bistro

Bay Street Bistro Wine Dinner – the last of the year – on December 29 starting at 6 pm. Featuring Michael David wines. Reserve your spot now.

New Year's Eve Special Dinner

Ring in the New Year with a special dinner at the Bay Street Bistro. Reservations required.

New Year Sunday Supper

First Sunday Supper of 2023 at the Bay Street Bistro.


PO Box 8581

Port Orchard, Washington



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