Evening Holiday Shopping Stroll in Orleans

The first annual Orleans Holiday Stroll! December 15th, 4 pm-8 pm!
Join Orleans retailers for a festive night of shopping and fun! Enjoy
Discounts, specials, and treats all around town.

After you?re done shopping, enjoy cocktails and Dinner at one of the fantastic restaurants in Orleans. Many restaurants will have specials and live music that evening.

A great night to show your support for the retailers and restaurants that make Orleans unique!

ONLINE ONLY - RAFFLE to benefit Nauset Scholarship for graduating Seniors advancing their education in the Blue economy.

Grand Prize $1,000 Orleans gift cards


If you are a business in Orleans that would like to participate, please contact shopsmall@orleanscapecod.org, and we will add you to our growing list.

Parish Park 44 Main Street
Hot Cocoa and candy canes from the Hot Chocolate Sparrow, Popcorn, Music, and Games! Plus, meet the new Town of Orleans Recreation Director! 

On Lots Hollow Road
Agway 20 Lots Hollow Road Website Instagram
Tis the evening for savings and surprises!  25% off any one item from 5:30-8 pm, including pet and holiday supplies. Plus, free gifts with EVERY purchase!
Charles Moore Arena  23 O'Connor Rd Website Instagram
LCCYH Alumni Youth Hockey Game 5 pm - 9 pm CMA?s biggest event of the year to benefit our youth hockey organization!

On West Road
The Beacon Room 23 West Road - website Instagram
Holiday Special!
Hog Island Beer Co 28 West Road website Instagram
Open til 9 pm, Live Music at 6 pm featuring Johnny Spampinato & The Value Leaders  

On Old Colony Way
The Artist Cottages 15 Old Colony Way Instagram website
    Featuring:  
    Cape Cod Chokers - website - Instagram
    Cape Cod Land Shark - Website - Instagram
    Margaret Covell - Blue Chick Jewelry
    Donna Lalumiere - Sandy Toes Art Designs Instagram
Hot Chocolate Sparrow 5 Old Colony Way Instagram Website
Open til 10 pm!
Rock Harbor Grill 18 Old Colony Way Instagram  Website
Open til 9 pm, offering 20% off dinner with a receipt from a participating retailer that evening.

On Route 28
Ice Cream Cafe 5 S Orleans Rd Website Instagram
Open until 8! Enjoy cups, cones, sundaes, milkshakes, and hot drinks! Plus, grab some pints of ice cream to take home!
La Bella Vita Kitchen and Bar 2 Academy Place Website Instagram
Open until 9 pm, offering 20% off dinner with a receipt from a participating retailer that evening.
The Galley West Art Gallery Gallery 204 Monument Rd website Instagram
Meet local artists Pat Marti and Ellen Adamson. Open until 8!
Cottage 403 S Orleans Road website Instagram
Open until 5 pm!

On Cove Road
Cibo Italian Kitchen & Market 15 Cove Road Website Instagram
Open until 8! serving beer, wine, coffee, cannolis, and more!
Local Colour Resale Boutique 9 Cove Road  Website Instagram
Open until 8 pm! 30% off your purchase!
Left Bank Gallery 8 Cove Road Website Instagram
25% discount from 4 pm-8 pm on most items and a chance to win a $200, $100 and $50 gift certificate!

On Route 6A
The Alley Bowling + BBQ 191 MA-6A Website Instagram
Open until 9 pm!
Salty Crown Boutique 136 MA-6A Instagram
Open until 8 pm!
Crane Appliance 136 MA-6A Website
Open until 8 pm!
Viv?s Kitchen & Juice Bar 130 MA-6A Website Instagram
Open until 8 pm! Brazilian Eats & Healthy Treats!
Frying Pan Gallery Orleans 125 MA-6A Website Instagram
Open until 8 pm!
Jo Mama?s 125 MA-6A Website Instagram
Free hot chocolate bar & sweet treats! Buy $100 in gift cards and get a $20 gift card for yourself! Plus, merch discounts and a full menu is available!
Trove Art Gallery & Boutique 125 MA-6A Website Instagram
Offering 15% off storewide and 40% off select items from 4-8 pm, along with music, beer, and wine outside!
The Earth House 121 MA-6A Website Instagram
20% of proceeds from 4-8 pm will be donated to our Lower Cape Outreach🫶
Kid & Kaboodle 115 MA-6A Website Instagram
Open til 8 pm, offering 25% off Holiday Clothing from 4-8 pm.
IFAW 120 MA-6A  Website Instagram
Education and Outreach center and a kids? area with a marine mammal craft and coloring sheets are open!
Sunset Leisure 96 MA-6A Website  Instagram
Open until 8 pm! Wear an ugly sweater and receive 20% Off your purchase!
3 Fools 87 MA-6A Website Instagram
Open until 8 pm!
Orleans Modern Art 85 MA-6A Website Instagram
Open until 8 pm! Meet Local Orleans Artist Taylor Fox.
Sunbird Cape Cod 85 MA-6A Website Instagram
Open til 7! Enjoy Coffee, pastries, beer and wine!
Designs by S&R 85 MA-6A Website Instagram
Open until 8 pm!  Hot cocoa and a gift card giveaway!
Soeur Boutique 82 MA-6A Website Instagram
Open until 8 pm! 25% off your purchase during the stroll!
The Lost Dog Pub - 63 MA-6A Website Instagram
Live music featuring Half A Mind 9:30 pm- 12:30 am
Trees Place 60 MA-6A Website Instagram
5 pm Ribbon Cutting followed by Holiday Open House til 8 pm
Double Dragon Inn 59 MA-6A Website
Open late night!
Bird Watchers? General Store 36 MA-6A  Website Instagram 
Open until 8 pm with the greatest gifts for bird and nature lovers alike!
Sir Cricket?s Fish & Chips 38 MA-6A Website
Open until 8 pm!
Las Chidas Bar & Taco 34 MA-6A Instagram Website
Tequila Lounge is open until midnight! Enjoy the fire pit and complimentary hot cider and snacks! Buy a 50$ gift card or merch and receive a free 10$ gift card.
Windmill Liquors 28 MA-6A
Open until 11 pm!
Goose Hummock Shop 15 MA-6A Website Instagram
Open until 8 pm Cape Cod?s premier outfitter, featuring all your fishing and outdoor supply needs!
Kemp Pottery  9 MA-6A Website Instagram
Open until 8 pm. Featuring a very special LIVE Pottery Demonstration!
Nauset Surf Shop 2 Route 6A website Instagram
Storewide Penny Sale (excluding boards), hourly raffle and grand prize drawing, and 10%-20% off gift cards!
The Knack 5MA-6A Website  Instagram
Open until 8 pm!
The Pump House 9 MA-6A Website Instagram
Live music by Steve Rondo, snacks, and a Cape Cod Oldtimers popup with the first release of limited edition framed prints!
Wendy?s 15 Canal Road Instagram
Open until Midnight!
Canterbury Leather 2 MA-6A
Open until 8 pm!

On Main Street in Downtown Orleans
Mid-Cape Home Center 15 Main Street
Open until 5!
Snows Home & Garden 22 Main Street Website Instagram
Food Trucks 4 pm-8 pm, 20% off 1 item, Free Snows Reusable Shopping Bag, Free Christmas Wrapping & $100 Snows Gift Card Raffle
Nauset Vintage 26 Main Street website Instagram
Open until 8!
The Sparrow Store 26 Main Street Website Instagram
20% off EVERYTHING STOREWIDE Holiday music with Tim & Friends at 5 pm outside with Hot Cider & Nibbles! We are your stocking stuffer headquarters!
Vintage in Vogue 31 Main Street Instagram
Open until 8 pm! Hot apple cider and vintage cookies made from a recipe from the 1800s!
Coastal Craft Gallery 2 Main Street Square Website Instagram
Open until 8 pm!
Oceana 1 Main Street Square Website Instagram
Sip and shop, 20% off Jewelry 4 pm-8 pm
Cape Massage 30 Main Street Rear website
Chair massage, raffles, and snacks!
Mahoney?s Atlantic Bar & Grill 28 Main Street Website Instagram
20% off with a receipt from participating retailers on Friday!
Idle Times Bike Shop 29 Main Street website
Open until 8 with holiday cookies!
Westies Shoe Outlet 30 Main Street Website Instagram
15% off storewide! Open until 8 pm!
Oceanair Himalayan Salt Cave 34 Main Street Website Instagram
20% off all salt products, 15% off all crystals, and a free night light with a $100 gift card purchase! Open until 8 pm!
Homegrown Boutique 34 Main Street Website Instagram
20% off STOREWIDE from 4-8 pm, serving cookies & cocktails!
Maglebee?s 34 Main Street website Instagram
Open till 6, offering 20% off your purchase, Sips and snacks
Watson?s Men?s Store  34 Main Street Website Instagram
Open until 8 pm!
Stephen Gallant Jewelers 34 Main Street Website Instagram
Open until at least 6:30 pm; gift bag for first 25 strollers through the door starting at 4 pm! Salt Pond Ceramics Pop-Up!
Eastwind Gallery 34 Main Street website Instagram
Open until 8! Small works, ornaments, prints & cards perfect for holiday gifts. Notecard sales will benefit the Lower Cape Outreach Council.
NY Hair Co. & Spa 32 Main Street Website Instagram
Open until 5 pm! Enjoy an extra 20% on all gift cards that are purchased. Enter a gift basket raffle, and if you buy shampoo and conditioner, you get a free full-size product with a gift bag!
The Land Ho! 38 Main Street Website Instagram
Open until 11 pm!
Main Street Wine & Gourmet 42 Main Street Website Instagram
Open until 8 pm, wine tasting from 3 pm-6 pm!
Sea Howl Bookshop  46 Main Street Website Instagram
Open until 8 pm with mulled wine & homemade holiday cookies. For purchases over $100, receive a free Sea Howl tote bag!
Orleans Whole Food Store 46 Main Street Website Instagram
Open Until 8 pm!
Judy?s Unique Boutique, 48 Main Street
Open until 8 pm!
Cape Cod Lanterns 48 Main Street Website Instagram
Open until 8 pm! Handcrafted lighting, CapeCod Soy Candles, Cape Cod Wind and Weather Indicators, Gift Certificates, and a raffle for a handcrafted lantern!
Honey Candle Co  37 Main Street Website
Open until 8 pm!
Sandbar Denim Cape Cod 39 Main Street Website Instagram
Sustainable Artists Pop-Up Event, Fun Holiday Craft and Store Sale 4-8 pm
The Moppet Shop & Gotland Horse 45 Main Street Website Instagram
Open until 8!
Blake & Co 47 Main Street Website
Open until 8 pm!
Coastal Bridal Boutique 47 Main Street Website Instagram
Open until 8; stop by for some champagne and schedule your bridal consultation! Receive a coupon code for $100 off your gown when you say yes to the dress through January 2024. (On special orders and select samples) *All gifts are 25% off!
The Salty Shack 48 Main Street Website Instagram
Open until 8 pm. Sip & shop and get 10% off your Purchase. Good times and Holiday Cheer!
Savvy on Main 50 Main Street Website Instagram
20%-40% off clothing from 4-8 pm! 
The Corner Store 54 Main Street Website Instagram
Open until 8 pm!
Wild Water Collective 56 Main Street Website Instagram
Open until 8 pm! Free gift with a $100 purchase and surprise sales from 4-8! Plus, enjoy a pour-over coffee tasting with Kinlor Roasters.
The Gallery at Post Office Square 56 Main Street Website
Open until 8 pm!  Raffle prize to all customers who spend at least $100 in the shop during the stroll!
Local Eyes 56 Main Street  website
Holiday Open House with Hot mulled cider, eggnog, and the best deals in sight! 25% off prescription eyewear and 40% off any additional eyewear!
Alias Gallery - 64 Main Street Website
Open until 8 pm! Scott Crivellaro Pop-up Gallery!
Goody?s Tattoo 64 Main Street Website Instagram
Open until 8 pm! Holiday Open House with treats and stick-on tattoos for kids!
Friend?s Marketplace 57 Main Street Website Instagram
Open until 8 pm!
Priory Books & Gifts at the Community of Jesus 5 Bay View Dr. Website

On Main Street in East Orleans
Nauset Farms 199 Main Street  Website  Instagram
Wine and bubbles tasting plus complimentary charcuterie and sweet treats! 10% off all wine Dec.15th - Dec. 31st!
Adorn 211 Main Street Website Instagram
Hot Cocoa and Pop Up Shops with Wildflower Pottery, Wrack Line Leatherwear, and Hot Mess Baking, plus special discounts from 4-8 pm!
Garvey Rita Art & Antiques 213 Main Street Website Instagram
Open until 8 pm! 15% off Purchases!
Weekend  217 Main Street Website Instagram
15% off your purchase and a pop-up with The Optimal Kitchen!
The Rail 222 Main Street Website Instagram
Last weekend for the season! Offering 10% off breakfast Saturday, 12/16, with a receipt from a participating retailer the night before, 12/15
The Barley Neck Inn 5 Beach Road Website Instagram
10% off dinner with a receipt from a participating retailer during the Stroll! Live Music at 8:30 pm with Greg Johnson & Bob Chambers!