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“Win $100 Every Week—No Catch, No Fine Print.

Sign up once, get entered forever. Your wallet will thank you.”

💸Wanna Win $100
Without Lifting a Finger

Just sign up. Boom—you’re in the running every single week.

We’ll also spoon-feed you cool stuff to do and local spots you didn’t even know existed. Free fun. Zero effort. Possible cash. Your move.

Your Weekly “What Should We Do?” Crisis = Solved.

Every week, we handpick the coolest things to do around New Milford—so you can stop doom-scrolling and start actually doing. Here’s a sneak peek example of what is usually included:

New Milford

Fri 8/8
🎨 12–6 PM – Gallery 25 Summer Art Show: Heatwaves & Hues – 11 Railroad St.
Hot colors, cool art—your walls will thank you.

📚 6–8 PM – Author Event: When We Meet Again – Honeybee Books & Tea, 27 Main St.
Meet the author, sip tea, and pretend you’re in a movie.

🎼 7:30–8:45 PM – Schubert’s Finest Hour – Merryall Center for the Arts, 8 Chapel Hill Rd.
Classical music that hits all the right notes.

Sat 8/9
📚 9 AM–4:30 PM – Friends of the Library Book Sale – New Milford Public Library, 24 Main St.
Cheap books = zero guilt binge-reading.

🐾 10 AM–1 PM – Pet Thrift Shop – Animal Welfare Society, 8 Dodd Rd.
Find treasures for your furry friends (and maybe yourself).

📖 11 AM–12 PM – Read-Aloud Hour – Honeybee Books & Tea, 27 Main St.
For kids or kids-at-heart—story time never gets old.

🎶 7–9 PM – Concerts on the Green – New Milford Town Green
Pack a chair, bring a snack, enjoy the soundtrack of summer.

👢 7–11 PM – Line Dance Party – JK Shuffles, 99 Danbury Rd.
Boots optional, enthusiasm required.

🎸 7:30–9:30 PM – The Rough & Tumble – Merryall Center for the Arts, 8 Chapel Hill Rd.
Indie folk vibes in a cozy venue—yes, please.

Sun 8/10
🏡 2–4 PM – Sundays in Gaylordsville – Brown Forge, Brown Forge Rd.
History and charm rolled into one Sunday stroll.

🏫 2–4 PM – Sundays at the Little Red School – Gaylord School, Gaylord Rd.
School’s never been this fun.

🏨 2–4 PM – Merwinsville Hotel Summer Sunday Tours – 1 Browns Forge Rd., Gaylordsville
A little history, a little mystery—worth the visit.

💬 New Milford’s got the art, the music, the books, and the boot scootin’—basically, your weekend playlist is set.

Kent

Fri 8/8
🥕 3–6 PM – Kent Farmers Market – Kent Land Trust Field, 37 South Main St.
Fresh veggies, baked goods, and possibly the best excuse to buy more cheese.

🧁 6:30–8 PM – Teen & Tween Cupcake Decorating – Kent Memorial Library, 32 North Main St.
Sugar + sprinkles = chaos (but the fun kind).

Sat 8/9
🪵 10 AM–4 PM – Spoon Carving Workshop – Eric Sloane Museum, 31 Kent Cornwall Rd.
Because nothing says “I’m crafty” like making your own kitchen tools.

🚒 11 AM–4 PM – Firefighter’s Muster – CT Antique Machinery Association, 31 Kent Cornwall Rd.
Old-school fire trucks + water fights = instant summer memories.

🎼 7:30–8:45 PM – Schubert’s Finest Hour – St. Andrew’s Church, 1 North Main St.
Schubert in a stunning church setting—he’d approve.

Sun 8/10
🏖 12:30–1:30 PM – Beach Storytime – Kent Memorial Library, 32 North Main St.
Books meet beach vibes—bring sunscreen and curiosity.

💬 Kent’s got you covered this weekend—come for the market, stay for the spoons and Schubert.

Sherman

Fri 8/8 – Sun 8/10
🎨 August Light: A Sherman Artists Exhibition – Kent Art Association, 21 South Main St., Kent
Art so pretty you’ll consider repainting your living room just to match.

💬 Sherman’s keeping it artsy—pop in and get inspired.

Washington

Fri 8/8
🏖 5:30–7:30 PM – Summer Beach Party – Washington Town Hall Lawn, 2 Bryan Hall Plaza
Small-town charm meets sandy fun (minus the actual beach).

🎼 5:30–7 PM – Washington Friends of Music Concert Festival – First Congregational Church, 6 Kirby Rd.
Beautiful music in a beautiful space—win/win.

🌸 6–8 PM – Evening in the Garden – Hollister House Garden, 300 Nettleton Hollow Rd.
Like a Jane Austen novel, but with fewer awkward suitors.

Sat 8/9
🥕 9:30 AM–12:30 PM – Washington Farmers Market – Judy Black Memorial Park and Gardens, 1 Green Hill Rd., Washington Depot
Stock up on produce, flowers, and small-town smiles.

🍷 12–5 PM – Wine Tastings – Spring Hill Vineyards, 292 Bee Brook Rd., New Preston
Sip, swirl, repeat—because it’s the weekend.

🎸 2–5 PM – Live Music & Wine Tastings – Hopkins Vineyard, 25 Hopkins Rd., New Preston
Grapes + guitars = your new happy place.

Sun 8/10
🌽 12–4 PM – Annual Green Corn Festival – Institute for American Indian Studies, 38 Curtis Rd.
History, heritage, and delicious corn—don’t miss it.

? Washington’s bringing the music, the wine, and the corn—sounds like a perfect weekend recipe.

Mother Nature’s cranking it up to the 80s this weekend, so hydrate… preferably with our cold drinks, tea, or fancy-pants freshly ground Dunkin’ & Starbucks. ☕ Stay cool, stay caffeinated, and let’s make it a week worth bragging about.

Sign Up & Win

Will YOU Be Our NEXT Winner? Just by being signed up you have a chance EVERY week to win a $100 gift card to a local business.

We also include a list of cool things to do in the area every week and feature a business you may not have heard of! JOIN TODAY!

Past Winners

3/21/2025 – Gift Card from John’s Best – Rebekah
3/14/2025 – Gift Card from Bank Street Theater – Kelly
3/7/2025 – Gift Card from Iron Rail – Lori
2/28/2025 – Gift Card from Italia Mia – Debbie
2/24/2025 – Gift Card from Sparrow – Robin
2/13/2025 – Gift Card from Greca – Lauren
2/7/2025 – Gift Card from Colosseo – Georgette
1/30/2025 – Gift Card from The Abbey – Kimberly
1/16/2025 – Gift Card from La Piccolina on the Green – Nathan
1/10/2025 – Gift Card from 45 Main – Alissa
1/4/2025 – Gift Card from Green Bubbles Car Wash – Theresa
12/27/2024 – Gift Card from & Company – Leah
12/20/2024 – Gift Card from Lens Barber Shop – George
12/13/2024 – Gift Card from Joe’s Salon – Megan
12/6/2024 – Gift Card from Honey Bee – Jennifer
11/30/2024 – Gift Card from Brickhouse – Jessica
11/24/2024 – Gift Card from the CUE – Leslie M.
11/15/2024 – Gift Card from All Aboard – Jill P.
11/2/2024 – Gift Card from Safari Collective – Megan
8/22/2024 – Gift Card from Boardman Bridge Butchers – Jasmine
8/15/2024 – Gift Card from Good Eats – Kristie P.
8/7/2024 – Gift Card from Bagelman – Wendy
7/31/2024 – Gift Card from Vega’s – Liz S.
7/24/2024 – Gift Card from Theo’s Diner – Earl W.
7/17/2024 – Gift Card from Villarina’s – Amanda M.
7/10/2024 – Gift Card from Nordica Toys – Brittani D.
7/3/2024 – Gift Card from BD Provisions – Amy G.
6/27/2024 – Gift Card from Nutmeg Olive Oil – Michelle B.
6/20/2024 – Gift Card from La Piccolina – Sarah G.