Caddyshack Bar & Grill

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United States
Oakland, MD
Caddyshack Bar & Grill

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Food, Drinks, and Good Times

11/05/2026

Thursday Lunch 11a to 4p

✨️10 Wings w/ one side 📌$10📌
(dine in or carry out)
Sides- Onion Rings, French Fries, Sweet Potato Fries, Homemade Chips, Side Salad, Chili✨️

$13 Burger menu available

Thursday Dinner 4p

BURGER MENU $13
OR
JUMBO LUMP CRAB CAKE DUO W/ 2 SIDES $30

11/03/2026

We are typically closed on Tuesdays now... BUT if you see our lights on this evening (after 4pm), we are OPEN. With a limited menu and full bar.

We will be hosting a paint party. Unfortunately the time for you to join the paint party has expired, but we are here to hangout, push out food and drinks, and have some fun!!

Stop in and say hi to Jo and Zoey, buy some raffle tickets to support Gorman VFD and thank a firefighter!!

10/31/2026

🎃 Happy Halloween from Caddyshack! 👻🧡
Just a little heads-up for our customers! We will be operating with a limited menu today as some of our staff are taking time off to enjoy homecoming dance activities with their kids and make memories trick-or-treating with their families.
We believe that while work is important, so are those special moments with our children that we can never get back. ❤️
We appreciate your patience, understanding, and continued support as we allow our staff to enjoy these moments with their families.

We're still here, still serving, and looking forward to seeing you!

Happy Halloween, and stay safe out there! 🎃🖤

10/30/2026

FRIDAY

LUNCH: Turkey Dinner: Served w/ Mac and cheese, Mashed Potatoes and Gravy, Green Beans, and Pumpkin Roll Slice $13 (until sold out)

DINNER: 14oz Prime Rib served w/ Mashed Potatoes and Green Beans $34 add Mac and cheese for $3

SOUTHERN VS NORTHERN AT 630PM
RAM STADIUM

10/29/2026

😍😍😍

10/28/2026

Wednesday

Wraps with Homemade Chips $13

Buffalo Chicken
Turkey, Ham Bacon
Veggie
Chicken Bacon Ranch
BLT

301-334-2444

10/27/2026

TUESDAY!!!! ALL DAY

Patty Melt served w/ Fries $12
$2 Domestics

Soup available: Chili, Tomato, Creamy Potato

301-334-2444

10/26/2026

Tonight is our LAST Monday Wing Night of the season at Caddyshack Bar & Grill!

We want to give a HUGE thank you to everyone who has come out and supported our Monday Wing Nights! You all have made them such a success, and we couldn't be more grateful!

But don't worry… WING NIGHT ISN'T GOING AWAY!
As we head into our winter season, we're moving our famous Wing Night to SUNDAYS — ALL DAY LONG!
Same delicious wings, just a new day to enjoy them!
Come hang out with us tonight for one last Monday Wing Night, and then make Sundays your new wing tradition!
Thank you for continuing to support Caddyshack Bar & Grill! We appreciate every single one of you!

📌NEW HOURS STARTING NOV 1 UNTIL MAR📌

Mon Tues Wed--- CLOSED
Thurs Fri Sat--- 11a to 9p
Sun--- 11a to 7p (until 4pm game is completed)

10/24/2026

College Game Day!!

Stop in and catch your game with us. Don't see one of your games on? Ask us and we will find it!!

Soups available: Broccoli Cheddar, Beef Vegetable, Chili, Tomato, Chicken Noodle

301-334-2444

10/23/2026

Wing special was such a hit last week on Friday!! So, we are doing it again 🤗

This time we are offering 10 wings and a side of fries for $10. Dine in or Carry out ALL DAY!!

Starting at 4pm we will have a 14oz Tbone with Baked potato and green beans available for $31

3013342444

Address

433 North Bradley Lane
Oakland, MD
21550

Telephone

+13013342444

Website

https://sites.google.com/caddyshackmd.com/caddyshackbarandgrill/home

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