Every Day in May Raffle (Scroll Down to See Details About Every Prize!)

May 1–31, 2026

Beginning May 1, we’re celebrating our community with a daily giveaway—31 days, 31 chances to win!

Each day in May, one lucky winner will receive a prize valued at $50+ (many much higher!), generously donated by local businesses. Winners will be contacted directly to claim their prize.

🎟 Ticket Sales: April 15 - May 31
🎟 Ticket Price: $10
📅 Winners Drawn Daily in May

What This Supports

This fundraiser benefits the Wildwood Acres Education Foundation, a 501(c)(3) nonprofit organization helping provide scholarships for children to access nature-based education at Wildwood Acres Farm & Forest School.

At Wildwood Acres Farm & Forest School, children spend their days outdoors—learning through hands-on experiences, caring for animals, and building a meaningful connection to the land, all while developing strong academic foundations.

Watch videos to see a glimpse of this work in action:
About Our Preschool
About Outdoor Education for Preschool - Grade 8 at Wildwood

Daily Prizes Include:

(Check back often—new prizes may be added!)

May 1: Coffee & Clay - Grab a fun drink at The Better Bean, and enjoy your custom-made clay travel mug from Front Yard Farm - including a custom tote bag! ($125 value)

Front Yard Farm, Ware - Custom-made pottery travel mug + a custom tote bag!
The Better Bean, Monson — $25 gift card

May 2: Breakfast, Lunch and Dinner in Palmer! ($100 value)

Palmer Restaurant, Palmer— $50 Gift Certificate to one of the tastiest breakfast and lunch spots around!
Figlio's Restaurant, Palmer — $50 Gift Certificate to enjoy an Italian dinner or get yourself one of their delicious pre-fixe dinners on the weekend!

May 3: Dinner & a Book ($164 value)

Hitchcock Tavern, West Brookfield— $50 Gift Certificate
Artkive - a 25-piece Book Package ($114 value) - send in your child's artwork and they'll turn it into a book for you!

May 4: Cinemark, Hadley & Springfield— $75 in Gift Cards for a Family Movie Night & Snacks

May 5: Interskate 91 North Hadley — 4 VIP passes that can be used at any public session. It includes admission, skate rentals, and a game of LaserBlast. ($100 value)

May 6: Wellness Bundle ($195 value):
- Dragonfly River Wellness, Sturbridge — B-12 Injection Package (4 visits) ($120 value) &
- Infinite Threads, Holyoke — A 60-minute Reiki Session from Becca Sutter of Infinite Threads ($75 value)

May 7: Big Y — Gift Cards ($50 value) - Donated by the Ware Big Y store!

May 8: Worcester WooSox — A 4 pack of tickets to attend a WooSox game in June or July 2026 ($104 value).

May 9: Becca Sutter (Author) & Holyoke Children's Museum — Signed copy of children’s book The Magical Divide and $50 gift card to Holyoke Children’s Museum ($72 value).

May 10: Sturbridge Village— A Family 4-Pack of Passes (2 Adults and 2 Kids) - $90 value

May 11: Red Tomato Pizza & Restaurant, Barre — $50 gift certificate

May 12: Andrew Gordon Jewelry — Handmade Sterling Silver Celtic Knot Pendant and Chain ($125 value)

May 13: The Andrea, Westerly/Misquamicut, RI — Beach Day for 4 in Rhode Island (the town where Taylor Swift has a house!): Reserved parking for 1 car, reserved beach space for up to 4 people, your own Andrea food and beverage server for the day. From 9am-4pm. ($50 value)

May 14: Wildwood Acres Riding School, West Brookfield — 1-Hour Beginner Horseback Riding Lesson ($50 value)

May 15: American Heritage Museum, Hudson — Family 4-Pack of General Admission Tickets ($90 value) - We have two packs and will pick two winners this day!

May 16: Klem's, Spencer — Grab your free bag of popcorn and shop till you drop at everyone's favorite locally owned and operated department store with your $100 Gift Card!

May 17: Sadie Greens, Sturbridge — A $75 gift certificate to Sadie Greens, a very popular gift shop and jewelry shop in Sturbridge and Southbridge.

May 18: Hardwick Farmers Co-op — Gardening Gift Basket from our favorite local farmer's coop and gardening center! ($100 value)

May 19: Just for Fun Fairy-Angel Hair, Spencer — Bring a friend, or have a mother-daughter date for two applications of 20 Strands each by owner Amy Casavant, for kids, teens and adults! Thin shimmering strands that are tied into your hair that add sparkle and color. A fun, temporary hair accessory that lasts 1-6 weeks. ($60 value)

May 20: Letabund Mercantile, Ware — Dog-Lovers Bundle: A Giant Gift Basket of Dog Toys and Treats from Bark Box ($150+ value)

May 21: Bell Brook Farm, West Brookfield — A $70 gift card to Bell Brook Farm - stop by their farmstand where you can find flower bouquets, or put toward a flower share!

May 22: Twisters Gymnastics Academy, Brookfield — A 10-visit pass to Open Gym through December 2026 ($150 value)

May 23: Coffee & Cupcakes ($70 value) - Pick up your cupcakes at Cupcakes & Confections by Jana in Ware, then swing by Rose32 a few minutes down the road for some fun coffee drinks or lunch!

Cupcakes & Confections by Jana, Ware — A dozen cupcakes from the winner of the Reader's Choice Awards for best cupcakes the last 3 years in a row! ($45 value)
Rose32, Hardwick - $25 gift card donated by a local family.

May 24: Happy Nails & Spa, Belchertown & Ludlow ($50 value) — Enjoy a manicure or pedicure in their new Belchertown spa, or in Ludlow.

May 25: The Forbidden Fruit Apothecary ($250 value) - A basket of herbal infused products including teas, an elderberry syrup making kit, skin and face care products, herbal tinctures made with glycerites (safe for people of all ages), and lip balms.

May 26: Oakham Tasting & Treats Bundle ($175 value) - Grab a sweet treat from Sweet Nala's and a group wine tasting at Agronomy!

Sweet Nala's Bakery - $25 gift card
Agronomy Farm Vineyard - Group wine tasting for 10! ($150 value)

May 27: White's Landing, Brookfield — Family Canoe Paddle: 2 adults, 2 children (under 10) for a historic paddle of the Quaboag River ($50 value)

May 28: One Eye Wanda Coffee — Coffee Lover’s Bundle: 4 bags of One Eye Wanda Coffee, a new coffee roaster out of Wilbraham + a versatile 5-cup drip & single-serve combo brewer with thermal carafe ($150 value)

May 29: Farmer Matt - $100 gift certificate to Farmer Matt's where you can pick up grass-fed steaks, locally made pantry staples, and heat & eat meals and desserts.

May 30: Hardwick Picnic Bundle - This bundle includes a picnic basket, blanket, a Snackle Box, a $25 gift card to Mimi's Coffeehouse and a free pass to pick a spot on Hardwick Common on a beautiful morning or afternoon!

May 31: Grand Prize Drawings!

🌟 Grand Prize Drawings

When you purchase tickets in bundles, you’ll also be entered into our Grand Prize Drawings:

5 tickets = 1 Grand Prize entry
10 tickets = 2 entries, and so on

Grand Prize #1 (Value: $600)

Full Family Portrait Session with Melissa Briggs Photography. Melissa has generously donated a full family portrait session, to be held in the Sturbridge area. See her beautiful family photography on her website.

Grand Prize #2 (Value: $550)

Your choice of 1 week at Wildwood Acres' 2026 Wild Hooves Summer Camp in West Brookfield. Wild Hooves is a 5-day agricultural-based day camp for children age 3+ designed to build an appreciation for the natural world around us, and its creatures. Each week has a special theme, and for our horse-lovers, horseback riding will be a part of camp nearly every day, weather permitting. See all of the camp weeks at wwoodacres.com

Grand Prize #3: The Ultimate Sip Experience ($305 value)

Gather your favorite people and make a day of it:

A private wine tasting for up to 10 guests at Hardwick Winery, complete with a shared cheese platter and keepsake glasses to take home. (A $190 value)
Four freshly roasted bags from One Eye Wanda Coffee, a small-batch roaster known for sourcing premium, fair-trade beans ($65 value)
A $50 gift certificate to Vanished Valley Brewing Company for craft brews and a laid-back outing

Thank You to Our Community

A heartfelt thank you to the incredible local businesses who have generously donated prizes to make this fundraiser possible. We’ll be highlighting each of them throughout the month—please support them when you can!

Your Support Makes a Difference

Funds raised will help:

Provide need-based scholarships
Expand access to outdoor, hands-on education
Support care of the land and animals integral to the learning experience
Strengthen programs that nurture curiosity, resilience, and connection

About Us

The Wildwood Acres Education Foundation a 501(c)(3) nonprofit organization committed to advancing the accessibility and sustainability of nature-based education in our region.

Through need-based tuition assistance, the development of strong financial reserves, and strategic investment in enduring educational infrastructure, we work to ensure that these programs remain both inclusive and resilient.

We believe that education rooted in nature fosters capable, grounded, and curious children—and that this model of learning deserves both protection and long-term support.

Support Wildwood Every Day in May

Our first annual fundraiser to support scholarships, nature-based education infrastructure, and land stewardship through our school.

Class Fundraising Leaderboard

Team Members