Halloween Window Contest — Downtown Rutland

Halloween Window Display Contest

Our Halloween Window Display Contest returns to Downtown Rutland. Local merchants and organizations are transforming their windows with spooky and autumn-themed decorations. Starting mid-October, take a stroll through downtown to admire the creative displays in shops and restaurants!

Three guest judges will select their favorites in various themed categories, while the public will vote for the People's Choice Award. The business or organization that receives the highest number of votes will be crowned the People's Choice winner. Photos of the displays will be posted on our website and social media once voting opens (Date TBA). Voting is open until October 30th. All winners will be announced in a sponsored Facebook post on Halloween, October 31st.

CHECK OUT PHOTOS FROM the 2025 contest below:

Angler Pub, 52 Strongs Ave (Copy)

Angler Pub, 52 Strongs Ave (Copy)

bellaluccia's, 58 Merchants Row (Copy)

bellaluccia's, 58 Merchants Row (Copy)

Bookmobile, 17 Center Street (Copy)

Bookmobile, 17 Center Street (Copy)

Camille's Experienced Clothing, 44 Merchants Row (Copy)

Camille's Experienced Clothing, 44 Merchants Row (Copy)

Camille's Experienced Clothing, 44 Merchants Row (Copy)

Camille's Experienced Clothing, 44 Merchants Row (Copy)

Clover Exploration, 146 West Street (Copy)

Clover Exploration, 146 West Street (Copy)

Clover Exploration, 146 West Street (Copy)

Clover Exploration, 146 West Street (Copy)

Cornerstone Housing Partners, 27 Wales Street (Copy)

Cornerstone Housing Partners, 27 Wales Street (Copy)

Cornerstone Housing Partners, 27 Wales Street (Copy)

Cornerstone Housing Partners, 27 Wales Street (Copy)

Diamonds and More, 7 Center Street (Copy)

Diamonds and More, 7 Center Street (Copy)

Divine, 25 Center Street (Copy)

Divine, 25 Center Street (Copy)

Divine, 25 Center Street (Copy)

Divine, 25 Center Street (Copy)

Freeman Marcus Jewelers, 76 Merchants Row (Copy)

Freeman Marcus Jewelers, 76 Merchants Row (Copy)

Grateful Vermonter Gift Shop, 9 Center Street (Copy)

Grateful Vermonter Gift Shop, 9 Center Street (Copy)

Hop'n Moose, 41 Center Street (Copy)

Hop'n Moose, 41 Center Street (Copy)

Kaleidoscope Art Supply, 37 Center St, 2nd Floor (Copy)

Kaleidoscope Art Supply, 37 Center St, 2nd Floor (Copy)

Kaleidoscope Art Supply, 37 Center St, 2nd Floor (Copy)

Kaleidoscope Art Supply, 37 Center St, 2nd Floor (Copy)

Last Cup Cafe, 87 State Street (Copy)

Last Cup Cafe, 87 State Street (Copy)

Loose Loona Gifts and Teahouse, 11 Center Street (Copy)

Loose Loona Gifts and Teahouse, 11 Center Street (Copy)

Make It Sew, 69 Center Street (Copy)

Make It Sew, 69 Center Street (Copy)

McNeil & Reedy, 81 Merchants Row (Copy)

McNeil & Reedy, 81 Merchants Row (Copy)

Mountain Music, 5 Center Street (Copy)

Mountain Music, 5 Center Street (Copy)

Mountain Music, 5 Center Street (Copy)

Mountain Music, 5 Center Street (Copy)

Prouty's Parlor for Ice Cream, 62 Merchants Row (Copy)

Prouty's Parlor for Ice Cream, 62 Merchants Row (Copy)

Speakeasy Cafe, 31 Center St (Copy)

Speakeasy Cafe, 31 Center St (Copy)

Starlights Dance Academy, 29 Center Street (Copy)

Starlights Dance Academy, 29 Center Street (Copy)

Triumph Barre, Yoga and Pilates, 96 Merchants Row (Copy)

Triumph Barre, Yoga and Pilates, 96 Merchants Row (Copy)

Triumph Barre, Yoga and Pilates, 96 Merchants Row (Copy)

Triumph Barre, Yoga and Pilates, 96 Merchants Row (Copy)

Triumph Barre, Yoga and Pilates, 96 Merchants Row (Copy)

Triumph Barre, Yoga and Pilates, 96 Merchants Row (Copy)

True Yoga Vermont, 22 Wales Street (Copy)

True Yoga Vermont, 22 Wales Street (Copy)

Wonderfeet Kids' Museum, 66 Merchants Row (Copy)

Wonderfeet Kids' Museum, 66 Merchants Row (Copy)

Angler Pub, 52 Strongs Ave (Copy)

Camille's Experienced Clothing, 44 Merchants Row (Copy)

Camille's Experienced Clothing, 44 Merchants Row (Copy)

Clover Exploration, 146 West Street (Copy)

Clover Exploration, 146 West Street (Copy)

Cornerstone Housing Partners, 27 Wales Street (Copy)

Diamonds and More, 7 Center Street (Copy)

Divine, 25 Center Street (Copy)

Freeman Marcus Jewelers, 76 Merchants Row (Copy)

Hop'n Moose, 41 Center Street (Copy)

Last Cup Cafe, 87 State Street (Copy)

Make It Sew, 69 Center Street (Copy)

Mountain Music, 5 Center Street (Copy)

Mountain Music, 5 Center Street (Copy)

Prouty's Parlor for Ice Cream, 62 Merchants Row (Copy)

Speakeasy Cafe, 31 Center St (Copy)

Triumph Barre, Yoga and Pilates, 96 Merchants Row (Copy)

Triumph Barre, Yoga and Pilates, 96 Merchants Row (Copy)

True Yoga Vermont, 22 Wales Street (Copy)