Osterville Christmas Open House & Stroll 2023
The Annual Osterville Christmas Open House & Stroll will be held throughout the Village of Osterville on Friday, December 8th with some more events on Saturday December 9th . Holiday festivities in the traditionally decorated village include horse-drawn carriage rides, trolley rides, a visit from Santa, carolers, refreshments, music and more!
Check out all the Christmas on Cape Cod Fun
Friday December 8th Events
OSTERVILLE POST OFFICE Open House, 9:30 am on
OSTERVILLE HISTORICAL MUSEUM West Bay Road, 10am-4pm FESTIVAL OF TREES Boat Shops,
(also Sat, Dec. 9th 10-2 pm), FARMER’S MARKET Holiday Pop Up, 10 am – 4 pm
HAIR WAVES of Osterville, 803 Main Street, Refreshments during the day and evening
OSTERVILLE JEWELERS, 1112 Main Street, Free jewelry inspection and cleaning (also Saturday)
CITIZENS BANK, 65 Wianno Ave, Visit with “Buddy the Elf” (he knows Santa and will send your wish
to him) 2-4pm Baked goods Friday & Sat during open hours
EVENING EVENTS:
5- 9pm STROLL, Main Street & Wianno Ave closed to vehicle traffic, shopping, music, food and
more
5:30 pm DECORATED GOLF CART PARADE Main Street, 5:30 pm along Wianno Ave & Main St.
escorting the arrival of SANTA in the C-O-MM FIRE DEPT. ANTIQUE FIRE ENGINE to his seat of honor
at Sotheby’s Realty, 851 Main Street, where he will greet the children. Gifts by Sotheby’s
6 pm ECUMENICAL CRECHE SERVICE, Osterville Baptist Church join with your neighbors and
friends for this most important part of our Stroll! The ringing of the church bells will signify the end
of the Creche Services. The Baptist Church will serve hot cocoa & cookies
CREATIVE CLAMBAKES, 11 Wianno Ave – chowder, hotdogs, sausages, etc
REGENCY BRASS will perform in front of Lilly Pulitzer, 13 Wianno Avenue, 5-8:30pm
CAPE JAZZ will perform in front of 857 Main Street, 5-8:30 pm.
CRANBERRY SHORES CHORUS will stroll throughout the village, 6:30 – 8 pm.
OSTERVILLE LIBRARY OSTERVILLE FISH will serve chowder on the Library Green; Walk through
the Library Wishing Maze, ring the bell and make a wish. Take a family photo in the Gazebo decorated by MAHONEY’S GARDEN CENTER
ROCKLAND TRUST, 57 West Bay Road Clam chowder served from 5 to 7 pm
EDEN BEAUTY COMPANY, 874 Main Street, Hot cocoa and cookies. Giveaway of 20% off discount
cards for new clients to use towards their first service any time in the future.
MULLEN BUILDING & REMODELING, 23 West Bay Road, hot cocoa & cookies, 5 to 7 pm
BERKSHIRE HATHAWAY /ROBERT PAUL PROPERTIES, 867 Main St. Candy Shop, 5 to 7 pm
CREATIVE HANDS GALLERY, 812 Main Street, Holiday Sale during the month of December
KINLIN GROVER COMPASS, 4 Wianno Ave, Photo booth with Santa’s Elves & sweet treats 6 to 8 pm.
OSTERVILLE MERCANTILE / OSTERVILLE HARDWARE, 846 Main St, “Stroll Like Gatsby” – dress like
it’s the 1920’s, enter to win a gift card. Gatsby theme photo op. 5 to 8 pm
WILLIAM RAVEIS REAL ESTATE, 812 Main Street, Reindeer food & popcorn
THE SHOE SALON, 837 Main St, Vintage Czech Rhinestone Tree Trunk Show 5-8 pm
JULIA GARDEN DESIGN, 870 Main St, Fire Pit and marshmallows 6-8 pm
ELITE CAR SERVICE table with treats, luggage tags, business info. at 835 Main St.
POCKET FULL OF POSIES, 7 Wianno Ave, will host “The Cookie Caper’s” cookies for sale
IRRESTIBLES, 25 Wianno Ave, Special promotions and holiday refreshments, Friday & Saturday
HOOKED ON, 27A Wianno Ave. 25% off entire store 4 to 8 pm, Surprise! New products
GREER REAL ESTATE, 911 Main St, will sponsor the “Cape Cod Photo Bus” (location TBD)
SATURDAY, DECEMBER 9
STROLL EVENTS CONTINUE~ Special Sales, Door Prizes and Raffles in many of the
Osterville Shops!
10 to 2 Visit the OBPA Table, treats for children and Osterville 02655 tote bags $6.00
10 to 2 Festival of Trees at Osterville Historical Museum Boat Shops continues (Bid on
your favorite tabletop tree via Silent Auction that ends at 2 pm Sat.)
LIBRARY EVENTS 11am FESTIVE DOG PARADE, Dress up your dogs in their holiday finest,
meet at the Library Green, parade around the village. Treats & Prizes! Wishing Maze,
Photo op in the gazebo, Boxwood Tree Class at 11 am, BRENTWOOD BRASS Concert,
Sunday at 1 pm
11 to 2 Christmas Jazz by CAPE JAZZ in front of 857 Main Street
11 to 1:30 Christmas Music by REGENCY BRASS in front of 11 Wianno Avenue
11 to 2 Free Balloon Twisters in front of 7 Wianno, sponsored by the Osterville Business &
Professional Association
Open House at RAINBOW’S END THRIFTIQUE, 1056 Main St. 10% off entire store ~
refreshments
Saturday, December 17
Special Sales and camaraderie (Shop Local) in the Osterville shops!
Wednesday, December 13
2 pm Presentation of OSTERVILLE CHRISTMAS CHARITIES donations to the Cape Cod
Times Needy Fund and the Salvation Army from Members of Osterville Village Association
and the Osterville Business & Professional Association at Rockland Trust, 57 West Bay
Road
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With Thanks & Happy Holidays to all!
Sponsored by The Osterville Business & Professional Association
and The Osterville Village Association
