Oscar’s Restaurant Catering turns every gathering into a feast to remember. From intimate brunches to grand corporate events, our culinary team crafts bold, flavor-forward menus using the freshest ingredients and imaginative techniques. Expect beautifully plated dishes, seamless service, and customizable options—passed hors d’oeuvres, family-style stations, plated dinners, and full-service buffets—all tailored to your vision and dietary needs. We handle the details so you can focus on the moment: menu planning, staffing, rentals, and flawless execution.

Choose Oscar’s for food that commands attention and service that runs like clockwork—because great events deserve great taste.

Table set for a meal with wine glasses, water glasses, rolled napkin, and silverware including forks and knives, with shadow cast on the table.

Catering in Cumberland, MD

Let Oscar’s Cater Your Next Event

Planning an event should be exciting, not stressful. At Oscar’s Restaurant, we make it easier to bring people together with crowd-pleasing food, flexible catering options, and friendly local service.

Whether you are planning a wedding, office lunch, birthday party, holiday gathering, family reunion, funeral meal, graduation, or community event, our team can help you create a menu that fits the occasion.

From small gatherings to larger celebrations, Oscar’s is here to make feeding your guests simple.

Call (301) 724-7827 to discuss your event or request catering today.

Catering for Every Occasion

Oscar’s provides catering for a wide range of personal, business, and community events throughout Cumberland and the surrounding area.

We regularly help with:

  • Weddings and rehearsal dinners

  • Anniversary celebrations

  • Birthday parties

  • Bridal showers

  • Baby showers

  • Graduation parties

  • Family reunions

  • Holiday parties

  • Business meetings

  • Corporate luncheons

  • Employee appreciation events

  • School and team events

  • Funeral and memorial meals

  • Picnics

  • Community gatherings

  • Club and organization events

  • Private celebrations

If you do not see your event listed, give us a call. We are happy to discuss your needs.

Catering Made Simple.

Great Food Without the Extra Stress

The food is one of the biggest parts of any gathering, and it should be something you can feel confident about.

Oscar’s offers familiar, satisfying menu options that work well for groups of all sizes. Our catering selections can include Italian-American favorites, pasta dishes, entrées, sandwiches, salads, sides, appetizers, desserts, and other crowd-friendly options.

We will help you put together a menu based on your event type, number of guests, preferences, and budget.

The goal is simple: good food, straightforward planning, and one less thing for you to worry about.

Our Catering Options

On-Site Catering

Planning an event at Oscar’s?

Our restaurant offers a comfortable setting for group meals, celebrations, business gatherings, showers, family events, and other special occasions.

On-site events allow your group to enjoy Oscar’s food and service in a relaxed restaurant atmosphere.

Contact us to discuss:

  • Group size

  • Date and time

  • Menu selections

  • Seating needs

  • Private event availability

  • Special requests

Off-Site Catering

Hosting your event somewhere else?

Oscar’s can provide catering for events held at homes, offices, event venues, churches, community spaces, and other locations.

Tell us where the event is taking place, how many guests you expect, and what type of meal you have in mind. We can help you determine the best catering setup for your event.

Delivery and service options may vary depending on the event, location, and order size.

Catering Take-Out

Need food for a group without full event service?

Catering take-out is a convenient option for:

  • Office lunches

  • Family gatherings

  • Team meals

  • Birthday parties

  • Holiday meals

  • Small celebrations

  • Meetings

  • School events

  • Last-minute group meals

Place your order ahead of time, pick it up at Oscar’s, and serve it wherever your gathering is taking place.

Popular Catering Options

Pasta Trays

Pasta is a classic choice for feeding a crowd. It is filling, familiar, and works well for weddings, family gatherings, business lunches, and celebrations.

Ask about available pasta dishes, sauces, and portion options.

Entrées

Create a more complete meal with hearty entrée selections that pair well with sides, salads, and bread.

Our team can help recommend options based on your event and guest count.

Sandwiches and Platters

Sandwich platters are a convenient choice for:

  • Business meetings

  • Office lunches

  • Casual events

  • School functions

  • Team gatherings

They are easy to serve and work especially well for daytime events.

Salads and Sides

Round out your catering order with salads and side dishes that complement the main meal.

Options may vary depending on the catering package and event needs.

Appetizers

Appetizers are a great option for cocktail-style events, showers, holiday gatherings, office parties, and casual celebrations.

They can also be added to a larger meal to give guests something to enjoy before the main course.

Desserts

Finish your event with something sweet.

Ask about dessert options that can be added to your catering order.

Wedding Catering

Food for One of Life’s Biggest Celebrations

Your wedding day should feel memorable, personal, and well planned.

Oscar’s can help with food for:

  • Wedding receptions

  • Rehearsal dinners

  • Bridal showers

  • Engagement parties

  • Post-wedding gatherings

We will work with you to discuss guest count, menu preferences, timing, and the overall style of your event.

Whether you are planning something casual or more traditional, our goal is to make the food portion of your wedding easier to manage.

Corporate and Business Catering

Keep Your Team Fed and Your Event Moving

Oscar’s catering is a convenient option for local businesses and organizations.

We can help with:

  • Business luncheons

  • Staff meetings

  • Client meetings

  • Training sessions

  • Employee appreciation meals

  • Company celebrations

  • Holiday parties

  • Corporate events

Choose from group-friendly food options that are easy to serve and enjoyable for a wide range of guests.

Funeral and Memorial Meals

Dependable Food During a Difficult Time

During times of loss, families already have enough to manage.

Oscar’s can help provide food for funeral meals, memorial gatherings, and family get-togethers following services.

We aim to make the process as simple and respectful as possible while providing comforting, familiar food for your family and guests.

Please call us directly so we can discuss timing, group size, and available options.

Holiday Catering

Spend More Time With Your Guests

Holiday gatherings should be about enjoying time together, not spending the entire day preparing food.

Oscar’s can help with:

  • Christmas parties

  • Office holiday gatherings

  • Family celebrations

  • Seasonal events

  • New Year gatherings

  • Community holiday events

Ask about available catering options and recommended advance notice during busy holiday periods.

Private Parties and Celebrations

Birthdays, anniversaries, showers, graduations, retirements, and family gatherings all deserve good food.

Oscar’s offers flexible catering options that can work for casual parties or more organized celebrations.

We can help you determine how much food you may need based on your estimated guest count and event style.

How Catering With Oscar’s Works

Step 1: Tell Us About Your Event

Contact us with the basic details, including:

  • Event date

  • Event type

  • Location

  • Estimated number of guests

  • Preferred serving time

  • Menu ideas

  • Any special requests

Step 2: Choose Your Menu

Our team will help you review available catering choices and select options that fit your event.

We can discuss portions, combinations, and recommendations based on your group.

Step 3: Confirm the Details

Once the menu and event details are finalized, we will confirm the timing, pickup or delivery arrangements, and any other requirements.

Step 4: Enjoy Your Event

Let Oscar’s handle the food so you can focus on your guests.

Catering in Cumberland and the Surrounding Area

Oscar’s proudly serves Cumberland and nearby communities with catering for both private and business events.

Depending on the event and service requested, catering may be available throughout parts of Western Maryland and surrounding areas.

Contact us to confirm availability for your location.

Frequently Asked Catering Questions

How far in advance should I order?

Advance notice is always recommended, especially for weddings, holidays, weekends, and larger events.

The amount of notice needed may vary depending on your guest count and menu selections.

Can you help me figure out how much food I need?

Yes. Let us know your expected number of guests and the type of event you are hosting, and we can help you discuss appropriate quantities.

Do you offer catering for small groups?

Yes. Catering can work for both smaller gatherings and larger events.

Can I customize my catering order?

Available customization depends on the menu and event, but we are happy to discuss your preferences and needs.

Do you deliver?

Delivery availability may depend on location, order size, timing, and the type of event. Contact us for current options.

Can you cater business lunches?

Yes. Business and office catering is a great fit for Oscar’s, including meetings, training sessions, employee meals, and client events.

Do you offer private event space?

Yes. Oscar’s also offers space for private gatherings and group events. Contact us to discuss availability.

Ready to Start Planning?

Let’s Make Your Event Easier

Whether you are feeding 15 people or planning a much larger celebration, Oscar’s Restaurant is ready to help.

Tell us about your event, and we will work with you to create a catering plan that fits your needs.

Oscar’s Restaurant
1103 E. Oldtown Road
Cumberland, MD 21502

Phone: (301) 724-7827

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A buffet with various food items including grapes, sliced cheese, sliced ham, and other dishes in aluminum trays.
Dessert table with various colorful pastries, cakes, and cookies decorated with strawberries and berries, surrounded by floral arrangements.
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  • "Great locally owned restaurant! Big portions and everything tasted great! I didn't get a pic of my husband's Philly cheesesteak but he got the small and it was still huge! The menu is good and has a lot of variety so it's hard to choose!

    Cirstin R.

    Bloomfield, Pittsburgh, PA

  • "Oscars food is delicious!! I had turkey and my date had steak. Beautiful salads and perfectly cooked food. Our server, Amber was so efficient and kind. She helped choose from the menu for us and despite how busy she was kept checking on us. The cherry limeade from the bar was so refreshing. Very cute place and we will return."

    Erin B.

    San Francisco, CA

  • "I love Oscar's food. I get something different every time and I love it all. They make a mac n cheese flatbread that is to die for. The ranch is great. Service is great and super quick. Restaurant is super clean and it's a great atmosphere. They have outdoor and indoor dining"

    Abigail B.

    Cresaptown, MD

Own Your Time. Let us do the cooking.

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