Jimmy’s Timeline
Friday, September 18, 2026 - Rehearsal Day
4:00 PM | Ceremony Rehearsal
Prince of Peace Parish
494 Main St S
Woodbury, CT 06798
Please arrive about 15 minutes early so we can get everyone organized and begin rehearsal on time.
We’ll walk through the ceremony, processional, where everyone will stand, recessional and anything the wedding party needs to know for Saturday.
5:30 PM | Rehearsal Dinner
8:00 PM | Welcome Party
Highfield Club
256 White Deer Rocks Road
Middlebury, CT 06762
NIGHT BEFORE NOTES:
Hydrate. Drink plenty of water tonight so you feel good all day tomorrow.
Press your clothes. Steam or iron your shirt, pants, and jacket so they are ready to go.
Pack ahead. Lay out shoes, socks, belt, tie, cufflinks, watch if you have it.
Grooming check. Shave or trim tonight if needed. Pack cologne, deodorant, and any hair product.
Sleep. Get a solid night’s rest so you look and feel sharp for photos and the celebration.
Saturday, September 19, 2026 - Wedding Day
Getting Ready
Evergreen Inn
782 Main St N
Southbury, CT 06488
Morning | Take It Easy
Eat breakfast.
Drink water.
Take it easy.
12:00 to 12:40 PM | Finish Getting Ready
Time to get completely dressed.
Before leaving the room, check:
Shirt
Pants
Jacket
Tie
Belt
Socks
Shoes
Phone
Wallet
Anything needed for photos
Anything needed at the church and reception
12:40 PM | Guys Ready to Go
Everyone should be completely dressed and ready.
12:45 PM | Trolley Arrives
1:00 PM | Trolley Departs Evergreen
1:20 PM | Arrive at Prince of Peace Parish
Prince of Peace Parish
494 Main St S
Woodbury, CT 06798
2:00 PM | Wedding Mass Begins
It’s time! 🥳
Following the Ceremony | Stay With Us
Wedding party, please do not disappear after the ceremony.
The wedding party will exit through the back lobby and remain together for photographs
2:55 PM | Trolley to The Drakeley Residence
Family and Wedding Party Portraits
3:00 PM | Cocktail Hour Begins
Drakeley Residence
15 Sherman Heights Road
Woodbury, CT 06798
Cocktail hour runs from 3:00 to 4:30 PM.
Once you are released from photos, grab a drink, eat something and enjoy!
4:30 PM | Cocktail Hour Concludes
Guests begin moving into the reception tent.
Wedding party and immediate family should stay together in the Cocktail Hour Tent.
We’ll get everyone organized for introductions.
Reception Introductions
First Dance
Parent Dances
Welcome and Toasts
Keep your drink nearby if you are speaking.
Short and sweet is always perfect.
Around 5:45 PM | Dinner
Enjoy dinner!
Around 6:15 PM | Cake
Around 7:00 PM | Dessert
Dancing
Dance and enjoy the night.
8:30 PM | Late Night Food
Sliders and tots begin circulating.
9:00 PM | Reception Concludes and Afterparty Begins
Guest shuttle service will continue throughout the evening between thr Heritage Hotel and Evergreen Inn as needed.